Methyl 4-ketocyclohexanecarboxylate Chemical Properties

Boiling point:

96-97 °C(Press: 8.0 Torr)

Density 

1.11g/ml

storage temp. 

Inert atmosphere,Room Temperature

solubility 

soluble in Chloroform, Methanol

form 

Oil

color 

Clear Colourless

InChI

InChI=1S/C8H12O3/c1-11-8(10)6-2-4-7(9)5-3-6/h6H,2-5H2,1H3

InChIKey

BLYKGTCYDJZLFB-UHFFFAOYSA-N

SMILES

C1(C(OC)=O)CCC(=O)CC1

Safety Information

HS Code 

2918300090

Methyl 4-ketocyclohexanecarboxylate Usage And Synthesis

Uses

Methyl 4-Oxocyclohexanecarboxylate is an intermediate for preparation of imidazobenzazepine derivatives as dual H1/5-HT2A antagonists for treatment of sleep disorders.

Synthesis

The 4-hydroxy methyl ester (4.147 g; 26.21 mmol) was dissolved in 150 mL DCM, and pyridinium chlorochromate (PCC) (8.476 g; 39.32 mmol) was added. The reaction mixture was allowed to stir at room temperature overnight. The reaction mixture was diluted with ether and decanted. Solvents were removed, and the residue was purified by flash column chromatography using 25 percent EtOAc in a hexane mixture as eluent. The product Methyl 4-ketocyclohexanecarboxylate was obtained as a colorless oil.

References

[1] Journal of Organic Chemistry, 1991, vol. 56, # 5, p. 1758 - 1763
[2] Bioorganic and Medicinal Chemistry, 2005, vol. 13, # 23, p. 6309 - 6323
[3] Tetrahedron, 2006, vol. 62, # 42, p. 10000 - 10004
[4] Patent: US2010/9964, 2010, A1. Location in patent: Page/Page column 73
[5] Farmaco, Edizione Scientifica, 1984, vol. 39, # 12, p. 1024 - 1037

Methyl 4-ketocyclohexanecarboxylate(6297-22-9)Related Product Information

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• METHYL THIOPHENE-2-CARBOXYLATE
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• Methyl
• Ethyl 4-oxocyclohexanecarboxylate
• Methyl bromide
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• DIETHYL 4-OXOCYCLOHEXANE-1,1-DICARBOXYLATE
• Methyl 4-ketocyclohexanecarboxylate