2-methyl-3-oxocyclohexanecarboxylic acid

Base Information

• Chemical Name: 2-methyl-3-oxocyclohexanecarboxylic acid
• CAS No.: 90199-47-6
• Molecular Formula: C₈H₁₂O₃
• Molecular Weight: 156.181
• Mol file: 90199-47-6.mol

Synonyms:

Chemical Property of 2-methyl-3-oxocyclohexanecarboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-methyl-3-oxocyclohexanecarboxylic acid

There total 9 articles about 2-methyl-3-oxocyclohexanecarboxylic 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: 54.0%

3--2-methylcyclohexanone (112699-52-2) → 2-methyl-3-oxocyclohexanecarboxylic acid (90199-47-6,112699-56-6)

Guidance literature:

With chromium(VI) oxide; In sulfuric acid; acetone; for 1h; Ambient temperature;

DOI:10.1016/S0040-4039(00)96066-0

Reference yield:

3--2-methylcyclohexanone (112699-44-2) → 2-methyl-3-oxocyclohexanecarboxylic acid (90199-47-6,112699-56-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / Bu₄NF / dimethylformamide; H₂O / 1 h / Ambient temperature

2: 54 percent / 3 N aq. Jones' reagent / acetone / 1 h

With jones' reagent; tetrabutyl ammonium fluoride; In water; N,N-dimethyl-formamide; acetone;

DOI:10.1021/jo00282a010

Reference yield:

cyclohexenone (930-68-7) → 2-methyl-3-oxocyclohexanecarboxylic acid (90199-47-6,112699-56-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) THF - HMPA, -78 deg C, 2 h, 2) -40 deg C, 30 min for alkylation

2: 82 percent / (C₄H₉)4NF / dimethylformamide; KBr / 1 h / Ambient temperature

3: 54 percent / CrO₃ / acetone; H₂SO₄ / 1 h / Ambient temperature

With chromium(VI) oxide; tetrabutyl ammonium fluoride; In sulfuric acid; N,N-dimethyl-formamide; acetone; potassium bromide;

DOI:10.1016/S0040-4039(00)96066-0

upstream raw materials:

2-methyl-3-oxocyclohexanecarbonitrile

diethyl 2-methyl-3oxocyclohexan-1,2-dicarboxylate

sulfuric acid

2-methyl-2-cyclohexen-1-one

Refernces

• 1、 Otera,Niibo,Aikawa. "The efficient consecutive β-carboxylation and α-alkylation of cyclic α,β-enones; a new route to sarkomycin". . p. 2147 - 2150. Retrieved 2007/10/02.