Benzene, 1-bromo-2-[(1E,3S)-3-phenyl-1-butenyl]-

Base Information

• Chemical Name: Benzene, 1-bromo-2-[(1E,3S)-3-phenyl-1-butenyl]-
• CAS No.: 807611-02-5
• Molecular Formula: C₁₆H₁₅Br
• Molecular Weight: 287.199
• Mol file: 807611-02-5.mol

Synonyms:

Chemical Property of Benzene, 1-bromo-2-[(1E,3S)-3-phenyl-1-butenyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzene, 1-bromo-2-[(1E,3S)-3-phenyl-1-butenyl]-

There total 2 articles about Benzene, 1-bromo-2-[(1E,3S)-3-phenyl-1-butenyl]- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

1-phenylethylmagnesium chloride (60779-09-1) + 1-bromo-2-(2-bromophenyl)ethene → 2,3-diphenylbutane (1857-74-5,2726-21-8,4539-34-8,4613-11-0,71606-46-7,5789-35-5) + (S)-(E)-1-(2-bromophenyl)-3-phenyl-1-butene (807611-02-5) + (R)-(E)-1-(2-bromophenyl)-3-phenyl-1-butene

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; (S)-N-[2-(diphenylphosphanyl)naphthyl]-2-(piperidinylmethyl)piperidine; In diethyl ether; at -20 ℃; for 24h; Title compound not separated from byproducts.;

DOI:10.1016/j.tet.2004.09.010

Reference yield:

1-bromo-2-(2,2-dibromovinyl)benzene (213599-19-0) → (S)-(E)-1-(2-bromophenyl)-3-phenyl-1-butene (807611-02-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / LiAlH₄ / ethyl acetate; tetrahydrofuran / 8 h / -40 °C

2: (S)-N-[2-(PPh₂)naphthalene-1-yl]-2-(CH₂N(CH₂)5)piperidine; Pd₂(dba)3*CHCl₃ / diethyl ether; various solvent(s) / 24 h / -20 °C

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; lithium aluminium tetrahydride; (S)-N-[2-(diphenylphosphanyl)naphthyl]-2-(piperidinylmethyl)piperidine; In tetrahydrofuran; diethyl ether; ethyl acetate; 2: Kumada-Corriu cross-coupling reaction;

DOI:10.1016/j.tet.2004.09.010

Reference yield:

(S)-(E)-1-(2-bromophenyl)-3-phenyl-1-butene (807611-02-5) → (S,E)-but-1-ene-1,3-diyldibenzene

Guidance literature:

(S)-(E)-1-(2-bromophenyl)-3-phenyl-1-butene; With tert.-butyl lithium; In tetrahydrofuran; at -40 ℃;

With water; In tetrahydrofuran; Further stages.;

DOI:10.1016/j.tet.2004.09.010

upstream raw materials:

1-phenylethylmagnesium chloride

1-bromo-2-(2,2-dibromovinyl)benzene