Methyl 3-methyl-2-oxocyclohexanecarboxylate

Base Information

• Chemical Name: Methyl 3-methyl-2-oxocyclohexanecarboxylate
• CAS No.: 59416-90-9
• Molecular Formula: C9H14O3
• Molecular Weight: 170.208
• European Community (EC) Number: 861-651-1
• DSSTox Substance ID: DTXSID50458274
• Nikkaji Number: J1.346.408A
• Mol file: 59416-90-9.mol

Synonyms:methyl 3-methyl-2-oxocyclohexanecarboxylate;59416-90-9;methyl 3-methyl-2-oxocyclohexane-1-carboxylate;SCHEMBL3310290;DTXSID50458274;AKOS015906355;FT-0718125;EN300-3012333;2-Oxo-3-methylcyclohexanecarboxylic acid methyl ester

Chemical Property of Methyl 3-methyl-2-oxocyclohexanecarboxylate

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 170.094294304
• Heavy Atom Count: 12
• Complexity: 198

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCCC(C1=O)C(=O)OC

Technology Process of Methyl 3-methyl-2-oxocyclohexanecarboxylate

There total 9 articles about Methyl 3-methyl-2-oxocyclohexanecarboxylate 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: 75.0%

methyl 2-methyl-1-oxocyclohexane-2-carboxylate (7500-91-6) → methyl 3-methyl-2-oxocyclohexane-1-carboxylate (59416-90-9)

Guidance literature:

With 18-crown-6 ether; potassium hydride; In tetrahydrofuran; for 0.25h; Ambient temperature;

DOI:10.1016/S0040-4039(00)73342-9

Reference yield:

methanol (67-56-1) + acetic acid (64-19-7,77671-22-8) + 2-Methylcyclohexanone (583-60-8) → methyl 3-methyl-2-oxocyclohexane-1-carboxylate (59416-90-9)

Guidance literature:

2-Methylcyclohexanone; With sodium hydride; In dichloromethane; for 3h; Reflux;

methanol; acetic acid; In dichloromethane; Cooling with ice;

Reference yield:

methyl cyanoformate (17640-15-2) + 2-Methylcyclohexanone (583-60-8) → methyl 3-methyl-2-oxocyclohexane-1-carboxylate (59416-90-9)

Guidance literature:

2-Methylcyclohexanone; With methyllithium; In tetrahydrofuran;

methyl cyanoformate; In diethyl ether; at -78 - 0 ℃; for 0.75h; regiospecific reaction; Inert atmosphere;

DOI:10.15227/orgsyn.070.0256

upstream raw materials:

2-methyl-1,7-heptanedioic acid dimethyl ester

2-Methylcyclohexanone

carbonic acid dimethyl ester

diazomethane

Downstream raw materials:

(+/-)-methyl 1,3-dimethyl-2-oxo-1-cyclohexanecarboxylate

2,2-Bis-carboxymethylsulfanyl-3-methyl-cyclohexanecarboxylic acid methyl ester

2,2-Bis-methoxycarbonylmethylsulfanyl-3-methyl-cyclohexanecarboxylic acid methyl ester

(1,3-Dimethyl-3-methoxycarbonyl-cyclohexen-⁽¹⁾-yl)-propionsaeure-methylester