Category: 10485-09-3

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 10485-09-3, name is 2-Bromoindene, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 10485-09-3

A Schlenk flask was charged with a magnetic stir bar and Mg turnings (264 mg, 1 1 mmol, 6.7 eq.) and flame-dried under vacuum. After cooling, the flask was purged to N2, anhydrous THF (3 mL) was added to just cover the turnings, and stirring was commenced. Several drops of 1 ,2-dibromoethane was added as initiator, and a heat gun used to briefly reflux the contents, after which the flask was placed in a 25 C water bath. In a separate flame-dried flask under N2 atmosphere, 2-bromoindene (715 mg, 3.67 mmol, 2.2 eq.) was dissolved in 10 mL anhydrous THF. A cannula was then used to transfer this solution onto the activated magnesium turnings over 5 min, resulting in a red, opaque solution. After 1 .5 h, a separate flame-dried flask under N2 atmosphere was charged with ‘Pr2NBCI2(0.3 g, 1.65 mmol, 1 .0 eq.) in 10 mL anhydrous THF and cooled to -78C. To this was added, by cannula, the Grignard solution over 10 min., and the reaction flask was brought to ambient temperature for overnight. The pale orange solution was concentrated and the residue was dissolved in CH2CI2 (30 mL). The suspension was filtered through celite and the filtrate was concentrated to provide compound 1 1 (0.56 g, quant.) as a yellow powder.11B NMR (128 MHz, CD2CI2) delta 40.4;1H-NMR (400 MHz, CD2CI2) 7.37 (2H, d, J = 7.6 Hz), 7.33 (2H, d, J = 7.6 Hz), 7.19 (2H, t, J = 7.6 Hz), 7.06 (2H, td, J = 7.6, 1.2 Hz), 6.81 (2H, s), 3.85 (2H, m), 3.38 (4H, s), 1.25 (12H, d, J = 6.8 Hz).

According to the analysis of related databases, 10485-09-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SABIC GLOBAL TECHNOLOGIES B.V.; AL-SHAMMARI, Haif; SUN, Yunshan; STEPHAN, Douglas; AL HUBISH, Salah; JIANGTAO, Zhu; (36 pag.)WO2016/37960; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 10485-09-3, The chemical industry reduces the impact on the environment during synthesis 10485-09-3, name is 2-Bromoindene, I believe this compound will play a more active role in future production and life.

General procedure: Into a 25 mL round-bottomed flask were added Pd(PPh3)2Cl2 (0.035 g, 2.0 mol %), ethyl 5-bromothiophene-2-carboxylate (0.47 g, 2.0 mmol), and 5.0 mL of 5-bromo-2-thienylzinc bromide (B) (0.5 M in THF, 2.5 mmol) under an argon atmosphere at room temperature. The resulting mixture was stirred at room temperature for 2 h. Quenched with 3 M HCl solution, then extracted with ethyl ether (10 mL × 3). Washed with saturated NaHCO3, Na2S2O3 solution and brine, then dried over anhydrous MgSO4. Purification by column chromatography on silica gel (2% ethyl acetate/98% heptane) afforded 0.39 g of ethyl 5?-bromo-2,2?-bithiophene-5-carboxylate (3d) in 62% isolated yield as a yellow solid.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Bromoindene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Jung, Hye-Soo; Cho, Hyun-Hee; Kim, Seung-Hoi; Tetrahedron Letters; vol. 54; 8; (2013); p. 960 – 964;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 10485-09-3, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 10485-09-3, name is 2-Bromoindene, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: An oven-dried 10 mL reaction vial equipped with a stir bar was charged with azole heterocycles (1, 0.2 mmol, 1.0 equiv) and alkenyl bromides (2, 0.30 mmol, 1.5 equiv) in a glove box under a nitrogen atmosphere. A solution of catalytic Pd2(dba)3 (9.15 mg, 0.01 mmol, 5 mol%) and NiXantphos (11.03 mg, 0.02 mmol, 10 mol%) was stirred in 1 mL of dry tetrahydrofuran (THF) for 2 h at room temperature. Then, t-BuONa (57.7 mg, 0.6 mmol, 3.0 equiv) and reagent mixed with catalyst were added to the reaction mixture. And thenthe vial was capped. According to the temperature requirements for different products, some vials were stirred in the glove box for 24 h, but others were removed from the glove box, and stirred for 24 h at 70 or 150 . The reaction mixture was quenched with three drops of H2O, diluted with 3 mL of ethyl acetate, and filtered over a pad of silica. The pad was rinsed with ethyl acetate (15-25 mL), and the combined solutions were concentrated in vacuo. The crude material was loaded onto a deactivated silica gel column and purified by flash chromatography to afford the desired product.

The chemical industry reduces the impact on the environment during synthesis 2-Bromoindene. I believe this compound will play a more active role in future production and life.

Reference:
Article; Yao, Yun-Xin; Fang, Dong-Mei; Gao, Feng; Liang, Xiao-Xia; Tetrahedron Letters; vol. 60; 1; (2019); p. 68 – 71;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 10485-09-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 10485-09-3, name is 2-Bromoindene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Production Example 1 Synthesis of a Li salt of 2,2′-diindenyldimethylsilane In a 200 ml-two-neck flask, THF (10 ml) and Mg (2.5g, 1.0 mmol) were incorporated. Further, 1,2-dibromoethane (0.1 ml) was added. The resultant was stirred at room temperature for 10 minutes, whereby the Mg surface was activated. To this, 2-bromoindene (5.0g, 26 mmol) which had been dissolved in THF (40 ml) was added dropwise by means of a pressure equalizing funnel. The resulting reaction mixture was cooled on ice bath, and then, dichlorodimethylsilane (29.7 ml, 246 mmol) was added dropwise. After stirring the reaction mixture for overnight, the solvent was distilled off. Extraction was conducted from the resulting solid by using hexane (50 ml * 2). By subjecting the resulting extraction solution to evaporation dryness, 2,2′-diindenyldimethylsilane was obtained as a pale yellow oily product (3.47g, 12.0 mmol, 94%).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Bromoindene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Idemitsu Kosan Co., Ltd.; YABUGAMI, Minoru; OKAMOTO, Takuji; EP2650300; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 10485-09-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 10485-09-3 name is 2-Bromoindene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

In a 200 mL reactor sufficiently dried and purged with argon, 0.98 g (40.3 mmol) of magnesium pieces were charged and vigorously stirred for 30 minutes while heating under reduced pressure. After cooling to room temperature, a reflux condenser was attached, and a piece of iodine and 15 mL of tetrahydrofuran were charged and stirred. A 10 mL diluted solution of 1.95 g (10.0 mmol) of 2-bromoindene is added dropwise (1.0 mL after addition, followed by heating to reflux until the color of iodine disappears with a drier, remaining after dropping of the reaction drop) It stirred at room temperature after completion | finish for 2 hours.The reaction solution is diluted with 6.00 mL (50.2 mmol) of dimethylsilyl dichloride in 10 mL of n-hexane diluted solution,The reaction was slowly added at -78 C with cooling, and stirring was continued for 19 hours while returning to room temperature.After distilling off the solvent of the reaction solution and unreacted dimethylsilyl dichloride, 20 mL of tetrahydrofuran and 1.00 mL (10.6 mmol) of 1,3-dimethyl-2-imidazolidinone were added to the residue. 2.65 g (10.0 mmol) of 7- (4-trimethylsilylphenyl) idene synthesized by the method described in WO2012 / 133717 in a fully dried, argon-substituted 100 mL reactor.15 mL of tetrahydrofuran was charged, 6.45 mL (hexane solution, 1.55 M, 10.0 mmol) of n-butyllithium solution was added, and the mixture was stirred at room temperature for 2 hours. This solution was added dropwise to the previously diluted reaction residue diluted solution cooled to -78 C., and stirring was continued for 3 hours while slowly returning to room temperature. Saturated aqueous ammonium chloride solution was added, the solubles were extracted with n-hexane, and the obtained fraction was washed with saturated brine and dried over anhydrous magnesium sulfate. After magnesium sulfate is filtered, the filtrate is evaporated and the obtained residue is purified by silica gel column chromatography to obtain the target compound represented by the following formula (A-1 L)Compound (A-1L) was obtained as an isomer mixture of 2.12 g (yield 48%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromoindene, and friends who are interested can also refer to it.

Reference:
Patent; Mitsui Chemicals, Inc.; Prime Polymer Co., Ltd.; Tanaka, Yoichi; Harada, Yasuyuki; Tamura, Naoya; Hato, Ikki; Tsuchitani, Hiroko; (68 pag.)JP2019/59723; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 10485-09-3, name is 2-Bromoindene, A new synthetic method of this compound is introduced below., Quality Control of 2-Bromoindene

The synthesis of the naphthyl ligand is shown in scheme 2. 2-bromoindene (6.66 g, 0.0342 moles) was taken in a round-bottomed flask and dissolved in toluene. Tetrakis triphenyl phosphine palladium (0.054gm, 8mol%) was added to the above solution and stirred for 10-15 min. To this solution the diboronic acid from step 1 (3g, 0.0156 moles) dissolved in ethanol (5ml) was added, followed by aqueous sodium carbonate (2M, 10ml). The reaction mixture was heated to 80C and stirred for 24hrs. It was cooled and extracted with dichloromethane (DCM; 5 x 50ml). The DCM portion was then extracted with water (2 x 50ml), dried over sodium sulfate and concentrated. The crude compound was purified by column chromatography by continuously eluting with hexane as the eluent. Crude yield = 3g; Purified yield = 1.6g (33%)

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; SAUDI BASIC INDUSTRIES CORPORATION; SABIC GLOBAL TECHNOLOGIES B.V.; SANKARAN, Nedumbamana; SHINGE, Prashant Sukumar; SHETTY, Sharankumar; CHANDRA, Girish; AL-SHAMMARI, Haif; AL-HUMYDI, Abdulaziz Hamad; NESAKUMAR, Edward Joseph; NADKARNI, Pradeep Jeeevaji; WO2015/28595; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 10485-09-3, These common heterocyclic compound, 10485-09-3, name is 2-Bromoindene, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Tert-butyllithium (48.5 ml, 93.0 mmol, 3 eq.) Was added dropwise to a solution of 2-bromoindene (6.00 g, 31.0 mmol, 1 eq.) In 200 ml of anhydrous ether at -80 C. The resulting mixture was heated to -20 C, and a solution of CuCN (0.27 g, 3.10 mmol, 0.1 equivalent) and LiCl (0.26 g, 6.20 mmol, 0.2 equivalent) in 20 ml of THF was added dropwise. After the solid is completely dissolved, add a portion of chlorodimethyl (2,3,4,5, -tetramethylcyclopenta-2,4-dienyl) silane (6.60 g, 31.0 mmol, 1 equivalent), and The reaction mixture was slowly warmed to a warm temperature and stirred overnight. The resulting mixture was poured into water, the organic layer was separated, and the aqueous layer was extracted with ether. The combined organic phases were dried over anhydrous sodium sulfate and then evaporated to dryness. The residue was purified by preparative HPLC (Waters 2525 pump; Waters 996 PDA detector (UV-Vis); chromatographic column: Phenomenex LinaC18 (2) 50 × 250 mm, 10 um; eluent: MeCN, 100 ml / min). As a yellow oil, 2.30 g (28%) of the title product was obtained.

The synthetic route of 10485-09-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SABIC Worldwide Technology Co., Ltd.; N ·H·fulaidelichisi; A ·weiduoliya; R ·xipuluo; V ·buxike; I ·bolisuofu; B ·A·gujifu; D ·Y·muladantesaifu; M ·I·xialikefu; D ·wubosiji; A ·wosikebonikefu; H ·keen; (16 pag.)CN110650964; (2020); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 10485-09-3, The chemical industry reduces the impact on the environment during synthesis 10485-09-3, name is 2-Bromoindene, I believe this compound will play a more active role in future production and life.

A solution of (pS)-9 (2.00g, 4.04mmol) in THF (70mL) was cooled to -78C, treated with nBuLi (1.6M in hexanes, 3.03mL, 4.85mmol) and stirred at -78C for 30min. A solution of ZnCl2 (0.5M in THF, 9.70mL, 4.85mmol) was added dropwise, the solution warmed to rt over 30min and stirred at rt for 1h. Next, Pd(PPh3)2Cl2 (0.140g, 0.200mmol) in THF (5mL) was treated with DIBAL (1M in THF, 0.400mL, 0.440mmol), stirred for 5min and added dropwise via cannula to the reaction. The resultant solution was heated at reflux and a solution of 2-bromoindene42 (1.56g, 8.08mmol) in THF (5mL) added dropwise over 30min. After refluxing for 4d the solution was cooled to rt, quenched with NH4Cl(aq) (10mL), washed with water (2×40mL), brine (40mL), dried over MgSO4 and concentrated in vacuo. Purification was achieved using flash column chromatography (pet. ether) to give the title compound as an orange oil (1.47g, 75%). Rf=0.31 (pet. ether); [alpha]25D=+235.3[alpha]D25=+235.3 (c 1.02, CHCl3); IR numax 2943, 2866, 1461, 1391, 1130, 1105, 1057, 999, 908, 882cm-1; 1H NMR (400MHz) delta 1.18-1.70 (21H, m, Si(iPr)3), 3.72 (1H, d, J=22.8, IndCH2), 3.79 (1H, d, J=22.8, IndCH2), 4.07 (5H, s, Cpunsub), 4.26 (1H, app t, J=2.5, Cpsub), 4.42 (1H, dd, J=2.5, 1.5, Cpsub), 4.48 (1H, dd, J=2.5, 1.5, Cpsub), 4.74 (1H, d, J=11.6, CpCH2), 4.95 (1H, d, J=11.6, CpCH2), 7.08 (1H, s, IndCH), 7.16 (1H, app dt, J=7.2, 0.8, ArH), 7.25 (1H, app t, J=7.2, ArH), 7.31 (1H, d, J=7.2, ArH), 7.45 (1H, d, J=7.2, ArH); 13C NMR (100MHz) delta 12.2 (CH), 18.2 (CH3), 41.0 (CH2), 61.4 (CH2), 67.3 (CH), 69.0 (CH), 69.7 (CH), 70.9 (CH), 81.4 (C), 85.0 (C), 120.1 (CH), 123.4 (CH), 123.8 (CH), 126.4 (CH), 126.6 (CH), 142.7 (C), 145.5 (C), 146.2 (C); m/z (EI+) 510 (10%, M++HNa), 509 (26%, M++Na), 314 (23%, M++H-OTIPS), 313 (100%, M+-OTIPS), 301 (15%, M+-COTIPS), 269 (7%); HRMS C29H38FeNaOSi calcd 509.1934, found 509.1903; Anal. Calcd for C29H38FeOSi: C, 71.59; H, 7.87. Found: C, 71.10; H, 7.81.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Bromoindene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Anderson, James C.; Grounds, Helen; Szaloki, Gyoergy; Tetrahedron Asymmetry; vol. 24; 17; (2013); p. 1023 – 1034;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 10485-09-3, name is 2-Bromoindene, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. HPLC of Formula: C9H7Br

3.7 ml (30 mmol) of 2-Bromo-1H-indene was added to a flask, and Ar bubbling was performed for about 5 minutes while stirring in the presence of 100 ml of THF to remove dissolved gas. Under Ar bubbling, 0.8 g (1.5 mmol) of Ni(dppe)Cl2 was rapidly added and 30 ml (30 mmol) of 1.0 M ((Trimethylsilyl)methyl)magnesium chloride dissolved in diethyl ether at room temperature was slowly added dropwise. And then, the reaction was continued overnight while refluxing under Ar condition at 80 C. (dppe=1,2-Bis(diphenylphosphino)ethane) 50 mL of water was added thereto, and the organic layer was extracted three times with 50 mL of diethylether. An appropriate amount of MgSO4 was added to the collected organic layer, stirred for a while, filtered, and the solvent was dried under reduced pressure. The resulting product was confirmed by 1H-NMR (500 MHz, CDCl3): 0.03 (9H, s), 3.25 (2H, s), 6.3 (1H, s), 7.02-7.32 (4H, m)

The synthetic route of 2-Bromoindene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LG CHEM, LTD.; CHO, Kyung Jin; LEE, Ki Soo; LEE, Sung Min; HONG, Bog Ki; CHO, Min Seok; KIM, Se Young; HAN, Chang Woan; (27 pag.)US2018/79841; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 10485-09-3, A common heterocyclic compound, 10485-09-3, name is 2-Bromoindene, molecular formula is C9H7Br, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Preparation of 2-Propylindene To an oven-dried 250 mL round bottom flask containing a magnetic stir bar and equipped with a reflux condenser and vacuum adapter was added 2-bromoindene (15.0 g, 76.9 mmol) and Ni(dppp)Cl2 (0.42 g, 0.77 mmol) (dppp=1,3-bis(diphenyl-phosphino)propane). The flask was stoppered and evacuated. Deoxygenated anhydrous diethyl ether (150 mL) was added via cannula under argon at -78 C. The reaction was stirred under argon without exterior cooling as 42 mL of a 2.0 M propylmagnesium chloride in ether solution was added via syringe (84 mmol propylmagnesium chloride). The reaction was placed in a dry ice/acetone bath when a vigorous reflux was achieved. The dry ice/acetone bath was removed after 2 minutes, and the reaction was stirred at room temperature under argon for 90 minutes. The reaction was carefully poured into water and 10 weight percent aqueous HCl was added until the mixture was acidic. The mixture was extracted with ether (3*200 mL), and the combined organic layers were washed with water (1*250 mL), with aqueous sodium bicarbonate (1*250 mL), and with aqueous saturated sodium chloride solution (1*250 mL). Drying over anhydrous sodium sulfate followed by filtration and solvent removal yielded 12.14 g (99.7 percent) of the desired product. 1 H NMR (300 MHz, CDCl3, TMS): delta7.4-7.0 (m, 4H), 6.48 (s, 1H), 3.26 (s, 2H), 2.43 (t, 3 JHH =7.4 Hz, 2H), 1.61 (s, 3 JHH =7.4 Hz, 2H), 0.96 (t, 3 JHH =7.4 Hz, 3H). 13 C NMR (75 MHz, CDCl3), delta150.17, 145.46, 142.83, 126.03, 125.96, 123.30, 123.10, 119.64, 40.81, 33.23, 22.15, 13.95. GC-MS: Calculated for C12 H14 158.11, found 158.05.

The synthetic route of 10485-09-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The Dow Chemical Company; US6015868; (2000); A;,
Bromide – Wikipedia,
bromide – Wiktionary