Category: 103-64-0

Adding a certain compound to certain chemical reactions, such as: 103-64-0, name is (2-Bromovinyl)benzene, 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 103-64-0, Quality Control of (2-Bromovinyl)benzene

beta-Bromostyrene (7 mL, 54.57 mmol) was dissolved in 64 mL Et2O and cooled to -78 C. t-BuLi (1.6M in pentane, 64 mL, 102.4 mmol) was added over 40 min. The mixture was stirred at -78 C for 1 h, at which time (R)-7-allyl-3-isobutoxy-7-methylcyclohept-2-enone (4, 7.8335 g, 33.14 mmol) in 15 mL Et2O was added by cannula with a 5 mL rinse. After 90 min, the reaction was warmed with an ice bath and stirred for 1 h. The reaction was quenched with 10% HCl (100 mL), and the volatiles removed in vacuo. To the residue was added 100mL THF. The mixture was then heated to 50 C for 12 h. After cooling to room temperature, the mixture was extracted 4 * 100mL Et2O. The combined organic extracts were dried over MgSO4, and evaporated in vacuo. Silica gel chromatography (5 * 17 cm, ~700 mL 20:1 hexanes:EtOAc then~1.6 L 15:1 hexanes:EtOAc) afforded the title compound as a viscous yellow oil (8.0542 g, 91% yield). RF = 0.23 (10:1 Hexane:EtOAc); 1H NMR (300 MHz, CDCl3) delta 7.45-7.27 (m, 5H), 6.90 (s, 2H), 6.31 (s, 1H), 5.68 (dddd, J = 6.6, 8.1, 10.5, 17.1 Hz, 1H), 5.09-5.01 (m, 2H), 2.66-2.61 (m, 2H), 2.47 (dd, J = 6.6, 14.1 Hz, 1H), 2.14 (dd, J 8.1,14.1 Hz, 1H), 1.93-1.80 (m, 3H), 1.70-1.60 (m, 1H), 1.27 (s, 3H); 13C NMR (125 MHz, CDCl3) delta 204.5, 158.3, 136.5, 133.7, 133.1, 129.0, 128.7, 128.3, 126.9, 126.9, 118.3, 46.0, 44.3, 44.2, 38.5, 26.6, 17.4; IR (Neat Film NaCl) 3075, 3026, 2925, 1640, 1582, 1450, 1344, 1250,1217, 963, 916, 752, 694 cm-1; HRMS m/z calc’d for C19H22O [M]+: 266.1671, found 266.1668; [alpha]D24.8 +33.70 (c 1.19, CHCl3, 88% ee).

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

Reference:
Article; Harned, Andrew M.; Stoltz, Brian M.; Tetrahedron; vol. 75; 24; (2019); p. 3166 – 3177;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 103-64-0, 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. 103-64-0, name is (2-Bromovinyl)benzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Preparation of trans- beta -styrenyl-phenylsulfide [formula 8] A solution of palladium acetate (4.5 mg, 0.02 mmol) and Xantphos (12.7 mg, 0.022 mmol) in DMF (1 niL) was stirred for 5 minutes under a nitrogen atmosphere. To this solution was added 1-bromostyrene (91.5 mg, 0.5 mmol) dissolved in 0.5 mL of DMF and then the reaction mixture was stirred for 10 minutes at room temperature. Li(SPh)3 (74mg, 0.167 mmol) in DMF ( 1 mL) and diisopropylethyl amine (65 mg, 0.5 mmol) were added to this reaction mixture.The reaction mixture was stirred for 2 hours at 100 degrees Celsius. The solution was cooled to room temperature and then 1 mL of hydrochloric acid (5 % of aqueous solution) was added to stop the reaction. The crude product was extracted with diethyl ether (15 mL, 3 times) and sequentially washed with 10 mL of water, a saturated NaHCO3 (10 mL) solution and a saturated NaCl (20 mL) solution. The extracted organic compound was dried over anhydrous MgSO4 and then filtered. After evaporation of solvents, the crude product was purified by column chromatography to give /r°«s-beta-styrenyl-phenylsulfide (101 mg, 95 %) (formula 8). 1H-NMR (300 MHz, CDCl3) delta 7.60(m, 10H), 6.70(d, J=15.4Hz, IH), 6.62(d, J=15.4Hz, IH).

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-Bromovinyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; KNU-INDUSTRY COOPERATION FOUNDATION; WO2009/69888; (2009); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 103-64-0,Some common heterocyclic compound, 103-64-0, name is (2-Bromovinyl)benzene, molecular formula is C8H7Br, 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.

Example 35; [0145] 1 ,3-Bis(2,4,6-trimethylylphenyl)-4-phenyl- 1H- 1 ,2,3-triazoliumhexafiuorophosphate (lOba), alternate preparation. To a stirred suspension of triazene 8b (5.63 g, 20 mmol) and anhydrous potassium hexafiuorophosphate (3.68 g, 10 mmol) and beta- bromostyrene 11a (mixture of isomers, 5.13 mL, 40 mmol) in dry dichloromethane (100 mL) in the dark at -78C is added tert-butyl hypochlorite (3.33 mL, 30 mmol), upon which the mixture instantly darkens. The mixture is stirred overnight as it is slowly allowed to warm to room temperature. The contents are then filtered, and the solid residue is washed with dichloromethane. The filtrate is collected, and volatiles are evaporated under reduced pressure. Diethyl ether is then added, and the mixture is vigorously triturated for ca. Ihour, with occasional scratching of the glass surfaces to ensure efficient mixing. Filtration and washing with copious quantities of diethyl ether afford, after drying under vacuum, triazolium salt lOba as an off-white solid (10.21 g, 97%). Analytical samples were obtained after recrystallization by vapor diffusion of diethyl ether in an acetonitrile solution of lOba. Characterization data are identical as for lOba prepared by the first method.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (2-Bromovinyl)benzene, its application will become more common.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; BERTRAND, Guy; GUISADO-BARRIOS, Gregorio; BOUFFARD, Jean; DONNADIEU, Bruno; WO2011/139704; (2011); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 103-64-0, A common heterocyclic compound, 103-64-0, name is (2-Bromovinyl)benzene, molecular formula is C8H7Br, 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.

General procedure: Vinyl halide (0.3mmol, if it is solid), CuI (0.0001 mol%, 20 muL in DMSO), PPh3 (2mol%), K2CO3 (0.6mmol), and tetra n-butylammonium acetate were added to a screw-capped test tube with 3 mL of deoxygenated water. The tube was evacuated and backfilled with argon (3 cycles). Under the argon atmosphere, the alkyne (0.4 mmol) and vinyl halide (if it is liquid) were added by syringe at room temperature. The mixture was heated to 100C and stirred for 24 h. After cooling to room temperature, the mixture was extracted three times with ethyl acetate. The organic layers were combined, dried over Na2SO4, and concentrated to yield the crude product, which was further purified by silica gel chromatography, using petroleum ether and ethyl acetate as eluent to provide the desired product.

The synthetic route of 103-64-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sun, Peng; Yan, Hong; Lu, Linhua; Liu, Defu; Rong, Guangwei; Mao, Jincheng; Tetrahedron; vol. 69; 34; (2013); p. 6969 – 6974;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 103-64-0,Some common heterocyclic compound, 103-64-0, name is (2-Bromovinyl)benzene, molecular formula is C8H7Br, 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.

S1: To the appropriate amount of organic solvent DMF, 100 mmol of the compound of the above formula (I), 150 mmol of the compound of the above formula (III), 150 mmol of the amine source cerium ammonium nitrate, 2 mmol of the catalyst dinitrodiammine platinum, 5 mmol of the ligand (3-cyanopropyl) imidazole chloride and 200 mmol sodium hexametaphosphate were added and the temperature was raised to 60 C and the reaction was stirred at that temperature for 8 hours. S1DMF100mmol(I)150mmol(III)150mmol2mmol5mmolL120mmol1,3-(3-)200mmol60C8 Submit CorrectionsCloseS2: After the reaction of step S2 was completed, an aqueous solution of acetic acid having a mass percentage of 20% was added dropwise to the resulting system until the total molar amount of acetic acid added was 200 mmol, and the reaction was stirred at 60 C for 80 minutes. S2S220200mmol60C80 Submit CorrectionsCloseAfter completion of the reaction at step S2, the mixture was poured into ethyl acetate, washed successively with saturated aqueous NaHCO3 and brine, and the aqueous layer was extracted with ethyl acetate. The washed organic layers and the extracted organic layers were combined with anhydrous Na2 SO 4, and the solvent was distilled off under reduced pressure. The residue was purified by flash column chromatography (using n-hexane-ethyl acetate mixture as eluent, volume ratio of 1: 1) to give the compound of the above formula (III) The yield was 95.1%.

The synthetic route of 103-64-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Bokang Fine Chemical Co., Ltd.; Fu Zhiwei; (11 pag.)CN104876871; (2017); B;,
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. 103-64-0, name is (2-Bromovinyl)benzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of (2-Bromovinyl)benzene

General procedure: To a solution of CoBr2 (22 mg, 0.10 mmol, 10 mol%), bis-1,2-diphenylphosphinopropane (41.2 mg, 0.10 mmol, 10 mol%), and manganese powder (165 mg, 3 mmol, 3 equiv) in acetonitrile (5 mL) was added the aryl bromide (2 mmol, 2 equiv) at the desired temperature (rt for the bromo eneformamides or 40C for the bromo enecarbamates). A solution of the bromo eneformamide (1 mmol, 1 equiv) in acetonitrile (5 mL) was added slowly. After completion (as judged by TLC and GC-MS), the reaction mixture was treated with a mild acid such as 10% H3PO4 (aq) and extracted with CH2Cl2. The combined organic layers were dried over MgSO4, filtered and concentrated under reduced pressure to afford the desired coupling product as an oil. Purification was carried out by flash chromatography on silica (pretreated with 1% Et3N).

The synthetic route of 103-64-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bassler, Daniel P.; Alwali, Amir; Spence, Laura; Beale, Oliver; Beng, Timothy K.; Journal of Organometallic Chemistry; vol. 780; (2015); p. 6 – 12;,
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. 103-64-0, name is (2-Bromovinyl)benzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of (2-Bromovinyl)benzene

General procedure: Vinyl halide (0.3mmol, if it is solid), CuI (0.0001 mol%, 20 muL in DMSO), PPh3 (2mol%), K2CO3 (0.6mmol), and tetra n-butylammonium acetate were added to a screw-capped test tube with 3 mL of deoxygenated water. The tube was evacuated and backfilled with argon (3 cycles). Under the argon atmosphere, the alkyne (0.4 mmol) and vinyl halide (if it is liquid) were added by syringe at room temperature. The mixture was heated to 100C and stirred for 24 h. After cooling to room temperature, the mixture was extracted three times with ethyl acetate. The organic layers were combined, dried over Na2SO4, and concentrated to yield the crude product, which was further purified by silica gel chromatography, using petroleum ether and ethyl acetate as eluent to provide the desired product.

The synthetic route of 103-64-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sun, Peng; Yan, Hong; Lu, Linhua; Liu, Defu; Rong, Guangwei; Mao, Jincheng; Tetrahedron; vol. 69; 34; (2013); p. 6969 – 6974;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 103-64-0, These common heterocyclic compound, 103-64-0, name is (2-Bromovinyl)benzene, 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.

General procedure: A sealable vial equipped with a magnetic stir bar was charged with Cs2CO3 (325 mg, 1.0 mmol), Cu2O (3.5mg, 0.025 mmol) under a nitrogen atmosphere. The aperture of the vial was then covered with a rubber septum. Under a nitrogen atmosphere, alkyne (1, 0.75 mmol), vinyl halide (6, 0.5 mmol) and DMF (0.5 mL) were added by syringe. The septum was then replaced by a screw cap containing a Teflon-coated septum,and the reaction vessel was placed at 135 C. After stirring at this temperature for 12-24 h, the heterogeneous mixture was cooled to room temperature and diluted with ethyl acetate (20 mL). Theresulting solution was filtered through a pad of silica gel then washed with ethyl acetate (20 mL) and concentrated to give the crude material which was then purified by column chromatography on silica gel to yield enynes 7.

Statistics shows that (2-Bromovinyl)benzene is playing an increasingly important role. we look forward to future research findings about 103-64-0.

Reference:
Article; Tsai, Wan-Ting; Lin, Yun-Yung; Chen, Yi-An; Lee, Chin-Fa; Synlett; vol. 25; 3; (2014); p. 443 – 447;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 103-64-0, The chemical industry reduces the impact on the environment during synthesis 103-64-0, name is (2-Bromovinyl)benzene, I believe this compound will play a more active role in future production and life.

General procedure: A round-bottom flask was charged with phenylacetylene(1.5 mmol, 0.16 mL), NaOH (1.5 mmol, 100 mg), PEG200(2 mL), and aryl halide (1.0 mmol). To this mixture,3.0 mol% of PdCl2 and 8.0 mol% of DPPPEG200 wereadded. The reaction mixture was placed in an 80 C oilbath and stirred to complete. The completion of the reactionwas monitored by TLC. After completion of reaction,the mixture was cooled to room temperature, and the catalystwas removed by addition of Et2O and then centrifugated.The isolated catalyst was dried and reused. Thefiltered solution was evaporated reduced pressure, and theexpected product was purified by column chromatographyover silica gel [60 Merck (230-240 mesh)] using petroleumether/ethyl acetate (5:1) as eluent to afford the product withhigh purity in 58-95 % yield.

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-Bromovinyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Iranpoor, Nasser; Firouzabadi, Habib; Riazi, Asma; Journal of the Iranian Chemical Society; vol. 12; 1; (2015); p. 155 – 165;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 103-64-0, 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. 103-64-0 name is (2-Bromovinyl)benzene, 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.

General procedure: Typical procedure for the preparation of dimethyl (2-oxo-2-phenylethyl)phosphonate (5a). To a solution of methanol (10 mL), styrene (0.11 g, 1.0 mmol) and dimethylphosphite (0.22 g, 2.0 mmol) was added Mn(OAc)3 (0.54 g, 2.0 mmol) over 30 min at 70 C, and the mixture was stirred for another 30 min to complete the reaction. Then, the solvent was removed under vacuum. To the residue was added water (20 mL) and extracted with ethyl acetate (10 mL*3). The combined organic fractions were dried over anhydrous Na2SO4, and concentrated under vacuum to yield the crude product, which was purified by column chromatography (silica gel, petroleum ether/EtOAc/CH2Cl2(10:1:1)) to give pure dimethyl (2-oxo-2-phenylethyl)phosphonate (5a).

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

Reference:
Article; Zhang, Guo-Yu; Li, Cheng-Kun; Li, Da-Peng; Zeng, Run-Sheng; Shoberu, Adedamola; Zou, Jian-Ping; Tetrahedron; vol. 72; 22; (2016); p. 2972 – 2978;,
Bromide – Wikipedia,
bromide – Wiktionary