4-Phenyl-cyclohex-1-enecarboxylic acid methyl ester

Base Information

• Chemical Name: 4-Phenyl-cyclohex-1-enecarboxylic acid methyl ester
• CAS No.: 22787-67-3
• Molecular Formula: C₁₄H₁₆O₂
• Molecular Weight: 216.28
• Mol file: 22787-67-3.mol

Synonyms:

Chemical Property of 4-Phenyl-cyclohex-1-enecarboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Phenyl-cyclohex-1-enecarboxylic acid methyl ester

There total 4 articles about 4-Phenyl-cyclohex-1-enecarboxylic acid methyl ester 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:

4-phenylcyclohex-1-enyl trifluoromethanesulfonate (122948-47-4) → 4-Phenyl-cyclohex-1-enecarboxylic acid methyl ester (22787-67-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: [Co(2,9-dimethyl-1,10-phenanthroline)I₂]; manganese / N,N-dimethyl acetamide / 20 h / 20 °C / 760.05 Torr / Schlenk technique

1.2: 0.17 h / 20 °C / Schlenk technique

2.1: diazomethyl-trimethyl-silane / diethyl ether / 0.17 h / Schlenk technique

With manganese; [Co(2,9-dimethyl-1,10-phenanthroline)I₂]; diazomethyl-trimethyl-silane; In diethyl ether; N,N-dimethyl acetamide;

DOI:10.1021/acs.joc.5b02307

Reference yield:

1,2,3,6-tetrahydro-[1,1'-biphenyl]-4-carboxylic acid (143287-94-9) + diazomethyl-trimethyl-silane (18107-18-1) → 4-Phenyl-cyclohex-1-enecarboxylic acid methyl ester (22787-67-3)

Guidance literature:

In methanol; diethyl ether; at 0 ℃; for 0.5h;

DOI:10.1021/acs.orglett.9b01340

Reference yield:

methanol (67-56-1) + 1,2,3,6-tetrahydro-[1,1'-biphenyl]-4-carboxylic acid (143287-94-9) → 4-Phenyl-cyclohex-1-enecarboxylic acid methyl ester (22787-67-3)

Guidance literature:

With diazomethyl-trimethyl-silane; In diethyl ether; for 0.166667h; Schlenk technique;

DOI:10.1021/acs.joc.5b02307

upstream raw materials:

4-phenylcyclohex-1-enyl trifluoromethanesulfonate

methanol

1,2,3,6-tetrahydro-[1,1'-biphenyl]-4-carboxylic acid

diazomethyl-trimethyl-silane

Refernces

• 1、 Nogi, Keisuke,Fujihara, Tetsuaki,Terao, Jun,Tsuji, Yasushi. "Cobalt- and Nickel-Catalyzed Carboxylation of Alkenyl and Sterically Hindered Aryl Triflates Utilizing CO2". . p. 11618 - 11623. Retrieved 2015/12/01.