2-methylenecyclohexanecarboxylic acid

Base Information

• Chemical Name: 2-methylenecyclohexanecarboxylic acid
• CAS No.: 859849-88-0
• Molecular Formula: C₈H₁₂O₂
• Molecular Weight: 140.182
• Mol file: 859849-88-0.mol

Synonyms:2-methylenecyclohexanecarboxylic acid

Chemical Property of 2-methylenecyclohexanecarboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of 2-methylenecyclohexanecarboxylic acid

There total 10 articles about 2-methylenecyclohexanecarboxylic acid 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: 81.0%

1-cyclohexene-1-methanol (4845-04-9) + carbon dioxide (124-38-9,18923-20-1) → 2-methylenecyclohexanecarboxylic acid (859849-88-0)

Guidance literature:

1-cyclohexene-1-methanol; carbon dioxide; With diethylzinc; triphenylphosphine; palladium dichloride; In tetrahydrofuran; hexane; at 40 ℃; for 48h; under 760.051 Torr; Inert atmosphere; Sealed tube;

With hydrogenchloride; water; In tetrahydrofuran; hexane; at 0 ℃; pH=< 2; regioselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1002/chem.201503359

Reference yield: 50.0%

C6H9CH2B(OC(CH3)2C(CH3)2O) (147609-51-6) + carbon dioxide (124-38-9,18923-20-1) → 2-methylenecyclohexanecarboxylic acid (859849-88-0)

Guidance literature:

C₆H₉CH₂B(OC(CH₃)2C(CH₃)2O); carbon dioxide; With chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]copper(I); potassium tert-butylate; In tetrahydrofuran; at 70 ℃; for 16h; Inert atmosphere; Sealed tube;

With hydrogenchloride; In tetrahydrofuran; regioselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1021/ol4019375

Reference yield:

carbon dioxide (124-38-9,18923-20-1) + 1-cyclohexenylmethyl phenyl sulfide (79597-48-1) → 1-cyclohexenylacetic acid (18294-87-6) + 2-methylenecyclohexanecarboxylic acid (859849-88-0)

Guidance literature:

1-cyclohexenylmethyl phenyl sulfide; With lithium; In diethyl ether; at 3 - 6 ℃; for 2h;

carbon dioxide;

DOI:10.1016/j.tetlet.2005.04.080

upstream raw materials:

1-methylcyclohex-1-ene

carbon dioxide

1-cyclohexenylmethyl phenyl sulfide

1-((phenylthio)methyl)cyclohexanol

Refernces

• 1、 Morton,Finnegan. "-". . p. 19,25, 29. Retrieved 1959.
• 2、 Mita, Tsuyoshi,Higuchi, Yuki,Sato, Yoshihiro. "Highly Regioselective Palladium-Catalyzed Carboxylation of Allylic Alcohols with CO2". . p. 16391 - 16394. Retrieved 2015/11/09.