Category: 103-64-0

Reference 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.

General procedure: A mixture of thiophenols (0.5 mmol), 1-((E)-2-iodovinyl)benzenes (0.6 mmol), CuI (19 mg, 20 mol %), L5 (19 mg, 20 mol %), and Cs2CO3 (326 mg, 2 equiv) in DMSO (3 mL) was stirred in N2 at 100 C for 24 h., The mixture was quenched with saturated salt water (10 mL) after the reaction completion. The solution was extracted with ethyl acetate (3×10 mL). The organic layers were combined and dried by sodium sulfate. The product 2-(styrylthio)phenols was obtained by flash column chromatography on silica gel.

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:
Article; Xu, Run-Sheng; Yue, Lei; Pan, Yuan-Jiang; Tetrahedron; vol. 68; 25; (2012); p. 5046 – 5052;,
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. 103-64-0, name is (2-Bromovinyl)benzene, A new synthetic method of this compound is introduced below., COA of Formula: C8H7Br

To a solution of an appropriate amount of an organic solvent (a mixture of N, N-dimethylformamide (DMF) and polyethylene glycol 200 (PEG-200) in a volume ratio of 4: 1)100 mmol of the compound of formula (I)40 mmol of the compound of formula (II)11 mmol of catalyst bis (triphenylphosphine) cyclopentadienyl ruthenium chloride,100 mmol Oxidant Bis (trifluoroacetic acid) iodobenzene (PhI (TFA) 2),20 mmol of organic ligands L1,60 mmol of base,5,7-triazabicyclo [4.4.0] dec-5-ene (TBD) and 10 mmol activator niobium pentachloride,Then the mixture was warmed to 70 C with stirring, and the reaction was stirred at that temperature for 12 hours;;After completion of the reaction, the reaction system is naturally cooled to room temperature and the pH is adjusted to neutral, filtered and the filtrate is saturated Washed with brine and extracted with ethyl acetate 2-3 times. The combined organic phases were dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was passed through Silica gel column chromatography eluting with a 1: 2 by volume mixture of chloroform and petroleum ether to give a compound of the above formula (III) The yield was 89.5%.

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

Reference:
Patent; Huang Cheng; Bu Gonggaofamingren; (11 pag.)CN106278838; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route 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: A round-bottom flask was charged with phenylacetylene (0.75 mmol, 0.08 mL), K2CO3 (0.75 mmol, 100 mg), PEG 200 (1 mL), and aryl halide (0.5 mmol). To this mixture, Pd(0) nano-catalyst supported on SDPP (1.5 mol-%, 3.0 mg) prepared according to our previous report [13] was added. In the case of aryl iodides and activated aryl bromides, the reaction mixture was placed in a 100 C oil bath; and in the case of the less active and deactivated aryl bromides and chlorides, the reaction mixture was placed in a 120 C oil bath. After completion of the reaction, the catalyst was removed by centrifugation and the remaining mixture was extracted with ethyl acetate (310 mL) and water several times and dried over anhydrous Na2SO4. The organic layer was evaporated under reduced pressure, and then purified by column chromatography over silica gel 60 (230-240 mesh; Merck) using petroleum ether/ethyl acetate (5 : 1) as eluent to afford the product with high purity in 51-95% yield. Note: This procedure can also be used, but the catalyst is prepared in situ by adding the appropriate amounts of SDPP and Pd(OAc)2.

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; Iranpoor, Nasser; Firouzabadi, Habib; Motevalli, Somayeh; Rajabi, Khashayar; Australian Journal of Chemistry; vol. 68; 6; (2015); p. 926 – 930;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 103-64-0, name is (2-Bromovinyl)benzene, This compound has unique chemical properties. The synthetic route is as follows., Formula: C8H7Br

General procedure: beta-Bromostyrene (1.10 g, 6.0 mmol) in THF (7.5 mL) was added toa flask containing Mg turnings (0.17 g, 6.9 mmol) at room temperature. After being stirred for 1.5 h, N-formylpiperidine (0.34 g,3.0 mmol) in THF (2 mL) was added to the reaction mixture at 0C and the obtained mixture was stirred for 1 h at room temperature.Then, acetic anhydride (0.6 mL, 6.0 mmol) was added to the reactionmixture at 0 C and the mixturewas stirred for 0.5 h at roomtemperature. Then, aq NH3 (6 mL, 28-30%) and I2 (1.53 g, 6.0 mmol) were added to the reaction mixture at 0C and the obtainedmixture was stirred for 0.5 h at room temperature. Then, the reaction mixture was quenched with satd aq Na2SO3 and was extracted with CHCl3 (3*20 mL). The organic layer was dried over Na2SO4 and filtered. After removal of the solvent, the residue waspurified by short column chromatography on silica gel (eluent:hexane/ethyl acetate=9:1, v/v) to provide pure cinnamonitrile (0.32 g) in 83% yield.

According to the analysis of related databases, 103-64-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ishii, Genki; Harigae, Ryo; Moriyama, Katsuhiko; Togo, Hideo; Tetrahedron; vol. 69; 5; (2013); p. 1462 – 1469;,
Bromide – Wikipedia,
bromide – Wiktionary

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. Safety of (2-Bromovinyl)benzene

An oven-dried vial equipped with a stir bar was dessicated. To a solution of CoBr2 (22 mg, 0.10 mmol, 10 mol%), bis-1,2-diphenylphosphinohexane (43.2 mg, 0.10 mmol, 10 mol%), and manganese powder (165 mg, 3 mmol, 3 equiv) in acetonitrile (5 mL) was added the alkenyl bromide (1.5 mmol, 1.5 equiv) at 50 oC. A solution of the chlorodehydropiperidine (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 (2-Bromovinyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Farah, Abdikani Omar; Archibald, Ryan; Rodriguez, Morgan J.; Moreno, Antonio; Dondji, Blaise; Beng, Timothy K.; Tetrahedron Letters; vol. 59; 38; (2018); p. 3495 – 3498;,
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. Quality Control of (2-Bromovinyl)benzene

To a solution of N, N-dimethylformamide (DMF) in a volume ratio of 4: 1 with polyethylene glycol 200(PEG-200)) was added 100 mmol of the compound of the above formula (I), 40 mmol of the compound of the above formula (II), 11 mmol of catalyst bis (triphenylphosphine) cyclopentadienyl ruthenium chloride,100 mmol of oxidant bis (trifluoroacetic acid) iodobenzene (PhI (TFA) 2), 20 mmol of organic ligand L1 and 60 mmol of base, 5,7-triazabicyclo [4.4.0] dec-5-ene (TBD) Then the mixture was warmed to 70 C with stirring, and the reaction was stirred at that temperature for 12 hours;After completion of the reaction, the reaction system is naturally cooled to room temperature and the pH is adjusted to neutral, filtered and the filtrate is saturatedSalt water washing, and then extracted with ethyl acetate 2-3 times,The combined organic phases were dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography,Was eluted with a mixture of chloroform and petroleum ether in a volume ratio of 1: 2 to give the compound of the above formula (III) in a yield of 77.3%.

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

Reference:
Patent; Huang, Cheng; No proclaimed inventor; (12 pag.)CN106278839; (2017); 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. 103-64-0, name is (2-Bromovinyl)benzene, A new synthetic method of this compound is introduced below., name: (2-Bromovinyl)benzene

At room temperature under a nitrogen atmosphere, to an appropriate amount of organic solvent (volume ratio 2: a mixture of methyl tetrahydrofuran and 2-propanol 1) were added successively compound 100mmol formula (I), 170mmol compound of formula (II), (III) compounds, 20mmol composite catalyst 300mmol formula (a 6mmolPd2 (dba) 3 with 14mmol trimethylphosphine (hexafluoroacetylacetonato mixture) of copper), 10mmol 300mmol gallium trichloride and an organic base2,4-lutidine, then warmed to 85 sufficiently stirred and incubated for 4 hours;After completion of the reaction, the reaction system was filtered, and the filtrate was cooled to room temperature, and then adjusting pH to neutral, and deionized water was added and washed thoroughly shaken, and extracted 3 times with chloroform, the organic phases combined, dried over anhydrous magnesium sulfate, distillation under reduced pressure, the resulting residue was purified by column chromatography on silica gel, ethyl acetate, acetone and the like in a volume ratio of washing liquid, to afford the compound of formula (IV of), in a yield of 97.6%

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; Li, Naiwen; (12 pag.)CN105218553; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 103-64-0, name is (2-Bromovinyl)benzene, This compound has unique chemical properties. The synthetic route is as follows., category: bromides-buliding-blocks

At room temperature,To the appropriate amount of the organic solvent DMF was added 100 mmol of the compound of the above formula (I)220 mmol of the compound of formula (II)6 mmol of catalyst (2.4 mmol of Pd (TFA) 2 with 3.6 mmol of Cu (acac) 2)50 mmol of 1-ethyl ethyl ether-3-methylimidazolebis (trifluoromethanesulfonyl) imide and 300 mmol of triisopropanolamine,Then heated to 80 C,And the reaction was stirred at that temperature for 6 hours; After the reaction,The resulting mixture was filtered while hot,To obtain a filtrate;To the filtrate was added a 10% hydrochloric acid solution with a mass percentage of 10%Adjust the pH to neutral;Then ethyl acetate,Oscillation extraction 2-3 times,Combined organic phase,Dried over anhydrous magnesium sulfate,Then concentrated under reduced pressure,The resulting residue was subjected to 200-300 mesh silica gel column chromatography,The petroleum ether-n-butanol mixture was used as the eluent,Wherein the volume ratio of petroleum ether to n-butanol is 10: 1,Thereby obtaining a compound of the above formula (III)The yield was 97.4%.

According to the analysis of related databases, 103-64-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Qingdao University; Xia Yunqiu; Zhou Yingbin; Wang Yanxin; Zhong Weizhen; Guo Shenbo; (9 pag.)CN104803912; (2017); B;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference 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.

To a solution of N, N-dimethylformamide (DMF) in a volume ratio of 4: 1 with polyethylene glycol 200(PEG-200)) was added 100 mmol of the compound of the above formula (I), 70 mmol of the compound of the above formula (II), 10 mmol of catalyst bis (triphenylphosphine) cyclopentadienyl ruthenium chloride,(TDI) 2), 12 mmol of organic ligand L1 and 70 mmol of base, 5,7-triazabicyclo [4.4.0] dec-5-ene (TBD), Then stirred to a temperature of 90 C, and the reaction was stirred at that temperature for 9 hours;After completion of the reaction, the reaction system is naturally cooled to room temperature and the pH is adjusted to neutral, filtered and the filtrate is saturatedSalt water washing, and then extracted with ethyl acetate 2-3 times,The combined organic phases were dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography eluting with a 1: 2 by volume mixture of chloroform and petroleum ether to give the compound of formula (III) Was 93.9%.

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

Reference:
Patent; Huang, Cheng; No proclaimed inventor; (12 pag.)CN106278839; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products 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.

To a solution of N, N-dimethylformamide (DMF) in a volume ratio of 4: 1 with polyethylene glycol 200(PEG-200)) was added 100 mmol of the compound of the above formula (I), 60 mmol of the compound of the above formula (II), 8 mmol of catalyst bis (triphenylphosphine) cyclopentadienyl ruthenium chloride, 120 mmol of an oxidizing agent bis Fluoroacetic acid) iodobenzene (PhI (TFA) 2),15 mmol of organic ligands L1 and 80 mmol of base, 5,7-triazabicyclo [4.4.0] dec-5-ene (TBD) were added and the mixture was allowed to warm to 80 C with stirring and the reaction was stirred at that temperature for 11 hours; After completion of the reaction, the reaction system is naturally cooled to room temperature and the pH is adjusted to neutral, filtered and the filtrate is saturatedWashed with brine and extracted with ethyl acetate 2-3 times. The organic phases were combined, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography at a 1: 2 by volume mixture of chloroform and petroleum ether Followed by elution to give the compound of formula (III) in a yield of 94.8%.

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

Reference:
Patent; Huang, Cheng; No proclaimed inventor; (12 pag.)CN106278839; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary