(Z)-2-chloro-1-(4-methoxycarbonylphenyl)-5-phenylpent-1-ene

Base Information

• Chemical Name: (Z)-2-chloro-1-(4-methoxycarbonylphenyl)-5-phenylpent-1-ene
• CAS No.: 934372-11-9
• Molecular Formula: C₁₉H₁₉ClO₂
• Molecular Weight: 314.812
• Mol file: 934372-11-9.mol

Synonyms:(Z)-2-chloro-1-(4-methoxycarbonylphenyl)-5-phenylpent-1-ene

Chemical Property of (Z)-2-chloro-1-(4-methoxycarbonylphenyl)-5-phenylpent-1-ene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-2-chloro-1-(4-methoxycarbonylphenyl)-5-phenylpent-1-ene

There total 4 articles about (Z)-2-chloro-1-(4-methoxycarbonylphenyl)-5-phenylpent-1-ene 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: 73.0%

allylbenzene (300-57-2,57807-91-7) + methyl 4‐(2,2‐dichlorovinyl)benzoate (426207-59-2) → (E)-2-chloro-1-(4-methoxycarbonylphenyl)-5-phenylpent-1-ene + (Z)-2-chloro-1-(4-methoxycarbonylphenyl)-5-phenylpent-1-ene (934372-11-9)

Guidance literature:

allylbenzene; With 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; at 20 ℃; for 1h;

methyl 4‐(2,2‐dichlorovinyl)benzoate; With caesium carbonate; cesium fluoride; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; for 4h; Heating;

DOI:10.1021/jo061908w

Reference yield:

4-(1-acetoxy-2,2,2-trichloro-ethyl)-benzoic acid methyl ester → (Z)-2-chloro-1-(4-methoxycarbonylphenyl)-5-phenylpent-1-ene (934372-11-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 2.20 g / AcOH; Zn / 1 h / 50 °C

2.1: 9-BBN / tetrahydrofuran / 1 h / 20 °C

2.2: 73 percent / CsF; Cs₂CO₃; XantPhos / Pd₂(dba)3 / tetrahydrofuran / 4 h / Heating

With 9-borabicyclo[3.3.1]nonane dimer; acetic acid; zinc; In tetrahydrofuran; 2.2: Suzuki-Miyaura cross-coupling;

DOI:10.1021/jo061908w

Reference yield:

4-(2,2,2-Trichloro-1-hydroxy-ethyl)-benzoic acid methyl ester (96349-60-9) → (Z)-2-chloro-1-(4-methoxycarbonylphenyl)-5-phenylpent-1-ene (934372-11-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: pyridine / 4 h

2.1: 2.20 g / AcOH; Zn / 1 h / 50 °C

3.1: 9-BBN / tetrahydrofuran / 1 h / 20 °C

3.2: 73 percent / CsF; Cs₂CO₃; XantPhos / Pd₂(dba)3 / tetrahydrofuran / 4 h / Heating

With pyridine; 9-borabicyclo[3.3.1]nonane dimer; acetic acid; zinc; In tetrahydrofuran; 3.2: Suzuki-Miyaura cross-coupling;

DOI:10.1021/jo061908w

upstream raw materials:

allylbenzene

methyl 4‐(2,2‐dichlorovinyl)benzoate

4-(2,2,2-Trichloro-1-hydroxy-ethyl)-benzoic acid methyl ester

methyl 4-formylbenzoate