1-Methyl-cyclohexa-2,5-dienecarboxylic acid cyclohexyl ester

Base Information

• Chemical Name: 1-Methyl-cyclohexa-2,5-dienecarboxylic acid cyclohexyl ester
• CAS No.: 189628-77-1
• Molecular Formula: C₁₄H₂₀O₂
• Molecular Weight: 220.312
• Mol file: 189628-77-1.mol

Synonyms:1-Methyl-cyclohexa-2,5-dienecarboxylic acid cyclohexyl ester

Chemical Property of 1-Methyl-cyclohexa-2,5-dienecarboxylic acid cyclohexyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-Methyl-cyclohexa-2,5-dienecarboxylic acid cyclohexyl ester

There total 3 articles about 1-Methyl-cyclohexa-2,5-dienecarboxylic acid cyclohexyl 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: 61.0%

3-methylcyclohexa-1,4-diene-3-carbonyl chloride (85215-58-3) + cyclohexanol (108-93-0) → 1-Methyl-cyclohexa-2,5-dienecarboxylic acid cyclohexyl ester (189628-77-1)

Guidance literature:

With pyridine; In diethyl ether; for 2h; Ambient temperature;

DOI:10.1039/a606414k

Reference yield:

methyl bromide (74-83-9) + benzoic acid cyclohexyl ester (2412-73-9) → 1-Methyl-cyclohexa-2,5-dienecarboxylic acid cyclohexyl ester (189628-77-1)

Guidance literature:

benzoic acid cyclohexyl ester; With ammonia; lithium; In tetrahydrofuran; tert-butyl alcohol; at -78 ℃; for 2h;

methyl bromide; In tetrahydrofuran; tert-butyl alcohol;

DOI:10.1039/c5ob01760b

Reference yield:

3-Methylcyclohexa-1,4-diene-3-carboxylic acid (52457-01-9) → 1-Methyl-cyclohexa-2,5-dienecarboxylic acid cyclohexyl ester (189628-77-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / oxalyl chloride / diethyl ether / 1.) 20 deg C, 18 h, 2.) reflux, 2 h

2: 61 percent / pyridine / diethyl ether / 2 h / Ambient temperature

With pyridine; oxalyl dichloride; In diethyl ether;

DOI:10.1039/a606414k

upstream raw materials:

3-methylcyclohexa-1,4-diene-3-carbonyl chloride

cyclohexanol

3-Methylcyclohexa-1,4-diene-3-carboxylic acid

methyl bromide

Downstream raw materials:

cyclohexyl chloride

hexyl benzoate

toluene

1-bromocyclohexane

Refernces

• 1、 Binmore, Gavin,Cardellini, Liberato,Walton, John C.. "Alkyl radical generation using cyclohexa-1,4-diene-3-carboxylates and 2,5-dihydrofuran-2-carboxylates". . p. 757 - 762. Retrieved 2007/10/03.