Cyclohexanecarboxylic acid, 1-(2-oxopropyl)-, methyl ester

Base Information

• Chemical Name: Cyclohexanecarboxylic acid, 1-(2-oxopropyl)-, methyl ester
• CAS No.: 75436-61-2
• Molecular Formula: C₁₁H₁₈O₃
• Molecular Weight: 198.262
• DSSTox Substance ID: DTXSID00449632
• Mol file: 75436-61-2.mol

Synonyms:75436-61-2;Cyclohexanecarboxylic acid, 1-(2-oxopropyl)-, methyl ester;DTXSID00449632;AKOS015907434;1-acetonylcyclohexane-1-carboxylic acid methyl ester;1-(2-oxo-propyl)-cyclohexane-1-carboxylic acid methyl ester

Chemical Property of Cyclohexanecarboxylic acid, 1-(2-oxopropyl)-, methyl ester

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 198.125594432
• Heavy Atom Count: 14
• Complexity: 227

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)CC1(CCCCC1)C(=O)OC

Technology Process of Cyclohexanecarboxylic acid, 1-(2-oxopropyl)-, methyl ester

There total 4 articles about Cyclohexanecarboxylic acid, 1-(2-oxopropyl)-, 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:

Cyclohexanecarboxylic acid (98-89-5) → 1-(2-Oxo-propyl)-cyclohexanecarboxylic acid methyl ester (75436-61-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) LDA / 1.) THF, - 20 deg C; then 50 deg C, 2 h; 2.) from - 100 to -10 deg C

With lithium diisopropyl amide;

DOI:10.1246/cl.1982.1505

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + 1-acetonyl-1-cyclohexyl-carboxylic acid (72349-79-2) → 1-(2-Oxo-propyl)-cyclohexanecarboxylic acid methyl ester (75436-61-2)

Guidance literature:

In diethyl ether;

DOI:10.1021/jo00190a003

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + 2-nitropropene (4749-28-4) + 1-methoxy-1-trimethylsilyloxymethylenecyclohexane (40195-26-4) → 1-(2-Oxo-propyl)-cyclohexanecarboxylic acid methyl ester (75436-61-2)

Guidance literature:

With titanium(IV) isopropylate; titanium tetrachloride; 1,2-dimethoxyethane; Yield given. Multistep reaction; 1) dichloromethane, -78 deg C, 1 h;

DOI:10.1246/cl.1980.1043

upstream raw materials:

diazomethane

2-nitropropene

1-methoxy-1-trimethylsilyloxymethylenecyclohexane

1-acetonyl-1-cyclohexyl-carboxylic acid

Refernces

• 1、 Miyashita, Masaaki,Yamaguchi, Ryuji,Yoshikoshi, Akira. "NEW SYNTHESIS OF Γ-KETO ACIDS FROM NITROOLEFINS AND CARBOXYLIC ACID DIANIONS". . p. 1505 - 1508. Retrieved 2007/10/02.