Ethyl 2-vinyl-4-benzylcyclopentanecarboxylate

Base Information

• Chemical Name: Ethyl 2-vinyl-4-benzylcyclopentanecarboxylate
• CAS No.: 131058-97-4
• Molecular Formula: C₁₇H₂₂O₂
• Molecular Weight: 258.36
• Mol file: 131058-97-4.mol

Synonyms:

Chemical Property of Ethyl 2-vinyl-4-benzylcyclopentanecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Ethyl 2-vinyl-4-benzylcyclopentanecarboxylate

There total 5 articles about Ethyl 2-vinyl-4-benzylcyclopentanecarboxylate 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: 43.0%

(E)-2-Benzyl-6-phenylsulfanyl-hex-4-enoic acid 2-thioxo-2H-pyridin-1-yl ester (144899-18-3) + ethyl acrylate (140-88-5,9003-32-1) → Ethyl 2-vinyl-4-benzylcyclopentanecarboxylate (131058-97-4)

Guidance literature:

In benzene; for 1h; Irradiation;

DOI:10.1016/S0040-4039(00)97582-8

Reference yield:

3-phenylpropanoic acid methyl ester (103-25-3) → Ethyl 2-vinyl-4-benzylcyclopentanecarboxylate (131058-97-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 60 percent / lithium diisopropylamide / -78 °C

2: 97 percent / ethanol

3: 86 percent / KOH / 18-crown-6-ether / benzene

4: SOCl₂, DMF / benzene / 80 °C

5: pyridine, 4-dimethylaminopyridine / benzene / 0.25 h / Ambient temperature

6: 43 percent / benzene / 1 h / 50 °C / Irradiation; other thermally induced reaction, other solvent, temperature and reaction time, other thiohydroxamic esters of 2-alkyl-6-phenylthio-4-hexenoic acids, other electron deficient olefinic compounds

With pyridine; dmap; potassium hydroxide; thionyl chloride; N,N-dimethyl-formamide; lithium diisopropyl amide; 18-crown-6 ether; In ethanol; benzene;

DOI:10.1016/S0040-4020(01)81996-7

Reference yield:

Methyl 2-benzyl-6-bromo-4-hexenoate (144898-93-1) → Ethyl 2-vinyl-4-benzylcyclopentanecarboxylate (131058-97-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 97 percent / ethanol

2: 86 percent / KOH / 18-crown-6-ether / benzene

3: SOCl₂, DMF / benzene / 80 °C

4: pyridine, 4-dimethylaminopyridine / benzene / 0.25 h / Ambient temperature

5: 43 percent / benzene / 1 h / 50 °C / Irradiation; other thermally induced reaction, other solvent, temperature and reaction time, other thiohydroxamic esters of 2-alkyl-6-phenylthio-4-hexenoic acids, other electron deficient olefinic compounds

With pyridine; dmap; potassium hydroxide; thionyl chloride; N,N-dimethyl-formamide; 18-crown-6 ether; In ethanol; benzene;

DOI:10.1016/S0040-4020(01)81996-7

upstream raw materials:

(E)-2-Benzyl-6-phenylsulfanyl-hex-4-enoic acid 2-thioxo-2H-pyridin-1-yl ester

ethyl acrylate

3-phenylpropanoic acid methyl ester

2-Benzyl-6-phenylthio-4-hexenoic acid chloride