Category: 2695-48-9

Adding a certain compound to certain chemical reactions, such as: 2695-48-9, name is 8-Bromo-1-octene, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 2695-48-9, Computed Properties of C8H15Br

[00294] (Z)-8-bromo-l-chloro-l-octene (5): Following the general procedure, a solution of Mo-4 in benzene (0.1 M, 30 mu, 3.0 muiotaetaomicron, 3 mol %) was transferred by syringe to an oven- dried vial containing Z-l,2-dichloroethylene (48.5 mg, 0.5 mmol, 5.00 equiv), 8-bromo-l-octene (19.1 mg, 0.1 mmol, 1.00 equiv) and benzene (470 mu). The resulting solution was allowed to stir for 4 hours at 22 C. The reaction was quenched by addition of wet CDCI3 and analysis of the unpurified mixture revealed 90% consumption of 8-bromo-l-octene. The resulting orange oil was purified by silica gel chromatography (100%) hexanes) to afford 5 (17.4 mg, 0.0771 mmol, 77 % yield) in >98:<2 Z:E ratio as colorless oil. 1H NMR (400 MHz, CDC13): Z-isomer (major): delta 6.02 (1H, dt, J= 7.2, 1.6 Hz), 5.74 (1H, q, J= 7.2 Hz), 3.41 (2H, t, J= 6.8 Hz), 2.23 (2H, qd, J = 7.2, 1.6 Hz), 1.86 (2H, m), 1.49-1.31 (6H, m). At the same time, in my other blogs, there are other synthetic methods of this type of compound, 8-Bromo-1-octene, and friends who are interested can also refer to it. Reference:
Patent; MASSACHUSETTS INSTITUTE OF TECHNOLOGY; TRUSTEES OF BOSTON COLLEGE; HOVEYDA, Amir H.; ZHANG, Hanmo; KOH, Ming Joo; SCHROCK, Richard Royce; (163 pag.)WO2016/73750; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 2695-48-9,Some common heterocyclic compound, 2695-48-9, name is 8-Bromo-1-octene, molecular formula is C8H15Br, 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.

General procedure: 4-(trans-4-pentyl-cyclohexyl)phenol (3.00 g, 12.2mmol), 5-bromo-1-pentene (2.18 g,14.6mmol), potassium carbonate (3.37 g, 24.2mmol) weremixed in N,N-dimethylformamide (30ml). The reaction mixturewas stirred and allowed to react at 80 C for 8 h. The crudeproduct was washed with water and a saturated aqueous sodiumchloride solution and extracted with ethyl acetate. The productwas purified by silica gel chromatography (eluent: hexane).Compound 3(3) was obtained with 39% yield (1.49 g, 4.74mmol). 1HNMR (400 MHz, CDCl3, ): 7.11 (2H, d, J = 8.3Hz), 6.82 (2H, d, J = 8.8 Hz), 5.905.80(1H, m), 5.064.99(2H, m), 3.94 (2H, t, J = 6.3 Hz), 2.40 (1H, tt, J = 12.2, 3.2Hz), 2.23 (2H, q, J = 7.3 Hz), 1.87 (6H, m), 1.451.20(11H,m), 1.03 (2H, dd, J = 24.2, 13.2), 0.89 (3H, t, J = 6.8 Hz)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 8-Bromo-1-octene, its application will become more common.

Reference:
Article; Mizumura, Yurika; Hoegberg, Daniel; Arai, Kenichiro; Sakuda, Junji; Soberats, Bartolome; Yoshio, Masafumi; Kato, Takashi; Bulletin of the Chemical Society of Japan; vol. 92; 7; (2019); p. 1226 – 1233;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 2695-48-9, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 2695-48-9 as follows.

To a mixture of magnesium turnings (613.5 mg, 25.25 mmol) in dry diethyl ether (30 ml) was added 8-bromo-1-octene (4.236 ml, 25.25 mmol) and stirred at room temperature for 1 h until magnesium was dissolved. Then to the Grignard solution was added dry benzene (15 ml) and followed 5,5,6,6,6-pentafluorohaxaxenitrile (1.89 g, 10.10 mmol) dissolved in dry diethyl ether (15 ml) was added dropwise at room temperature. After the reaction mixture was stirred for 1 h, 1N hydrochloric acid solution (27 ml) was added and stirred for 1 hour additionally. Then to the reaction solution was added water, which was extracted with ethyl acetate. The organic layer was washed with water and saturated sodium chloride solution, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified with column chromatography (n-hexane:ethyl acetate=9:1) to give 1.892 g (yield: 62%) of the title compound as a colorless oil. [01353] 1H-NMR (270 MHz, CDCl3) delta: 5.83-5.71 (m, 1H, CH2CH), 4.96 (d, J=17 Hz, 1H, CH2CH), 4.92 (d, J=11 Hz, 1H, CH2CH), 2.51 (t, J=7 Hz, 2H, COCH2), 2.39 (t, J=7 Hz, 2H, COCH2), 2.03-1.83 (m, 6H, CH2CHCH2 and CF2CH2CH2), 1.56 (m, 2H, COCH2CH2), 1.29 (m, 6H, CH2CH2CH2).

According to the analysis of related databases, 2695-48-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chugai Seiyaku Kabushiki Kaisha; US6645951; (2003); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 2695-48-9, A common heterocyclic compound, 2695-48-9, name is 8-Bromo-1-octene, molecular formula is C8H15Br, 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.

A suspension of Mg (30.6 mg, 1.26 mmol) and 8-bromo-1-octene (0.20 mL, 1.19 mmol) in THF (10 mL) was stirredat 50C. After being stirred for 1 h, Mg solid was perfectlyconsumed. To a solution of 9 (0.11 mL, 1.00 mmol) and NiCl2(16.3 mg, 0.0300 mmol) in THF (5.0 mL) was added the prepared7-octenylmagnesium bromide at 0C and the mixturewas stirred at room temperature for 1 h. After the additionof sat. NH4Cl aq. (30 mL) at 0C, the reaction mixture wasextracted with EtOAc (10 mL × 3), dried over MgSO4, andconcentrated under reduced pressure. The residue was purifiedby silica gel column chromatography (hexane-EtOAc = 5 : 1)to afford 7 (67.6 mg, 0.290 mmol, 29%) as a colorless oil.

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:
Article; Kutsumura, Noriki; Inagaki, Mai; Kiriseko, Akito; Saito, Takao; Chemical and Pharmaceutical Bulletin; vol. 67; 6; (2019); p. 594 – 598;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 2695-48-9,Some common heterocyclic compound, 2695-48-9, name is 8-Bromo-1-octene, molecular formula is C8H15Br, 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.

General procedure: In a glass vial with a screw cap containing methoxybenzoin (12 mg, 0.05 mmol) in acetonitrile (2 mL) and methanol (1.5 mL), alkene (0.50 mmol), BrCH2CN (120 mg, 1.00 mmol) and sodium ascorbate (198 mg, 1.00 mmol) were added consecutively. The vial was sealed with a screw cap and left stirring under household bulb irradiation (2 x 80 W household lamps, see photos below) for 16 hours. The desired product was isolated after purification by column chromatography.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 8-Bromo-1-octene, its application will become more common.

Reference:
Article; Voutyritsa, Errika; Nikitas, Nikolaos F.; Apostolopoulou, Mary K.; Gerogiannopoulou, Anna Dimitra D.; Kokotos, Christoforos G.; Synthesis; vol. 50; 17; (2018); p. 3395 – 3401;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 2695-48-9,Some common heterocyclic compound, 2695-48-9, name is 8-Bromo-1-octene, molecular formula is C8H15Br, 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.

General procedure: The alkyl bromide (1.0 equiv) was added to a solution of mercaptoaceticacid (1.0 equiv) in methanol (10.0 mL) and the resultingsolution stirred. Then a solution of NaOH (2.0 equiv) in methanol(5.0 mL)was added slowly, and the final mixturewas stirred at roomtemperature or heated to reflux until absence of the alkyl bromide(checked by TLC). The reaction mixture was concentrated in vacuo,diluted with H2O, and neutralized with 1 N HCl. Then the obtainedreaction mixture was extracted with EtOAc. The combined organicfractions were washed with brine, dried with Na2SO4, and concentratedin vacuo. Purification of the crude residue by column chromatography(petroleum ether/EtOAc) afforded the title compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 8-Bromo-1-octene, its application will become more common.

Reference:
Article; Chen, Ying; Wu, Bolin; Hao, Yameng; Liu, Yunqi; Zhang, Zhili; Tian, Chao; Ning, Xianling; Guo, Ying; Liu, Junyi; Wang, Xiaowei; European Journal of Medicinal Chemistry; vol. 171; (2019); p. 420 – 433;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 2695-48-9, 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. 2695-48-9, name is 8-Bromo-1-octene, This compound has unique chemical properties. The synthetic route is as follows.

A 250-mL round-bottom flask equipped with a stir bar and a water-jacketed reflux condenser was charged with trimethylsilylacetylene (6.00 mL, 42.0 mmol). THF (50 mL) was added, and the mixture was allowed to cool to 0 C (ice-bath). nButyllithium (29.0 mL, 42.0 mmol, 1.46 M solution in hexanes) was added dropwise by a syringe, and the ice-bath was removed following the addition. The mixture was allowed to warm to 22 C as it stirred for 1 h, at which point 8-bromo- l-octene (3.50 mL, 21.0 mmol) was added, and the mixture was allowed to reflux for 12 h. The mixture was allowed to cool to 0 C, quenched by addition of 50 mL water, washed with CH2CI2 (5 x 50 mL). The combined organic layers were washed in brine ( 1 x 50 mL), dried over MgS0 , filtered, and concentrated in vacuo. The resulting brown oil was filtered through a plug of silica gel (eluted in pentane), the filtrate was concentrated and the resulting brown oil distilled under vacuum ( 1.0 torr). The resulting yellow oil was re-distilled under vacuum ( 1.0 torr) to afford dec-9-en- l -ynyltrimethylsilane (0.700 g, 3.40 mmol, 14.0% yield) as a colorless oil. IR (neat): 3078 (w), 2929 (m), 2857 (w), 2175 (m), 1641 (w), 1461 (w), 1325 (w), 1248 (m), 1032 (w), 994 (w), 910 (m), 837 (s), 758 (s), 725 (w), 697 (w), 638 (m), 575 (w), 450 (w); NMR (400 MHz, CDCb): delta 5.86-5.76 ( 1 H, m), 4.99 ( 1 H, dd, J= 17.2, 2.0 Hz), 4.93 ( 1 H, dd, J= 10.0,0.8 Hz), 2.21 (2H, t, J= 7.2 Hz), 2.05 (2H, app q, J= 7.1 Hz), 1.55- 1.48 (2H, m), 1.40- 1.28 (6H, m), 0. 14 (9H, s); , 3C NMR ( 100 MHz, CDCI 3 ) : delta 1 39.2, 1 14.4, 107.8, 84.4, 33.9, 28.9, 28.8, 28.7, 28.7, 20.0, 0.3 ; HRMS (EST) [M+HJ+ calcd for C^H^Si: 209.1726, found: 209.1719.

The chemical industry reduces the impact on the environment during synthesis 8-Bromo-1-octene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; TRUSTEES OF BOSTON COLLEGE; MASSACHUSETTS INSTITUTE OF TECHNOLOGY; HOVEYDA, Amir, H.; MEEK, Simon, J.; O’ BRIEN, Robert, V.; CROS, Josep, Llaveria; SCHROCK, Richard, R.; WO2011/97642; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 2695-48-9, name is 8-Bromo-1-octene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C8H15Br

(9RS,12S)-Isomer A Grignard reagent was prepared from 1-bromo-7-octene (6.80 g, 36 mmol) and Mg (1.08 g, 45 mmol) in dry THF (30 mL) in the presence of a small amount (20 mg) of I2 under argon. A solution of (S)-7 (5.77 g, 26 mmol) in dry THF (10 mL) was added dropwise to the ice-cooled and stirred Grignard reagent at 0-10 C. Stirring was continued for 1 h at 0-5 C, and the mixture was left to stand overnight at room temperature. It was then poured into ice and dil HCl, and extracted with Et2O. The Et2O solution was washed successively with water, NaHCO3 solution, and brine, dried (MgSO4), and concentrated in vacuo. The residue (10.9 g) was chromatographed over SiO2 (70 g). Elution with hexane gave 1.0 g of hydrocarbons, and further elution with hexane/EtOAc (20:1) afforded 6.42 g (74%) of (9RS,12S)-8 as a colorless oil, nD25=1.4638; [alpha]D25 +0.16 (c 2.58, hexane); numax (film): 3348 (br m), 3077 (m), 2926 (s), 1641 (m), 1463 (m), 992 (m), 909 (s); deltaH (CDCl3): 0.860 (1.5H, d, J 6.4), 0.865 (1.5H, d, J 6.4), 1.05-1.20 (2H, m), 1.20-1.50 (28H, br m), 2.04 (4H, q-like, J 6.4), 3.55 (1H), 4.925 (2H, d-like, J 10.4), 4.980 (2H, d-like, J 17.2), 5.75-5.88 (2H, m); GC-MS (same conditions as those for 3): tR 23.60 (90.6%, 8), 27.15 min (6.8%, M+=360), MS of (9RS,12S)-8 (EI, 70 eV): m/z: 334 (<1) [M+-2], 318 (4) [(M-H2O)+], 207 (4), 165 (5), 149 (6), 137 (11), 123 (32), 109 (42), 94 (66), 81 (86), 69 (69), 67 (53), 55 (100), 41 (40). HRMS calcd for C23H44O: 336.3392, found: 336.3388. The synthetic route of 2695-48-9 has been constantly updated, and we look forward to future research findings. Reference:
Article; Mori, Kenji; Akasaka, Kazuaki; Matsunaga, Shigeki; Tetrahedron; vol. 70; 2; (2014); p. 392 – 401;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 2695-48-9, name is 8-Bromo-1-octene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 8-Bromo-1-octene

15.(1) Synthesis of p-(7-octenyloxy)benzoic acid 9.4 g of 8-bromo-1-octene, 9.0 g of ethyl p-hydroxybenzoate, and 7.6 g of potassium carbonate were refluxed in ethanol for 10 hours. Added thereto was an aqueous solution containing 2.4 g of sodium hydroxide, and reflux was further continued for 10 hours. After conclusion of the reaction, the reaction solution was diluted with water, and the pH of the diluted solution was lowered to 2 by dropping hydrochloric acid thereto. The generated precipitate was collected, and was then washed with water sufficiently and dried, to obtain 10.8 g of the objective ether compound. (Yield: 89 %)

The synthetic route of 2695-48-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IDEMITSU KOSAN COMPANY LIMITED; EP355772; (1991); A3;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 2695-48-9, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 2695-48-9 as follows.

To a stirred suspension of sodium hydride (840mg of a 60% dispersion in oil, 21.0mmol) in N,N- dimethylformamide (40ml) was added in one portion di-fe/t-butyl iminodicarbamate (4.56g, 21.0mmol). After stirring for 40mins, 8-bromooct-1-ene (3.50ml, 21mmol) was added and mixture was stirred at room temperature overnight. The solvent was removed in vacuo and the residue dissolved in water and ethyl acetate. The organic layer was separated and washed with water then brine, dried (magnesium sulphate) and the solvent removed in vacuo. The residue was purified by column chromatography on silica gel eluting with diethyl ethe?pentane (1/99 to 6/94 by volume) to furnish the title compound as a clear oil, 5.51 g.

According to the analysis of related databases, 2695-48-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER LIMITED; WO2007/107828; (2007); A2;,
Bromide – Wikipedia,
bromide – Wiktionary