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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1596754Generated: November 4, 2026

Methyl iodide → HCID 10561438, compound

https://huagongshe.com/reaction/1596754

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant4-Oxo-1,4,5,6-tetrahydro[1,1'-biphenyl]-2-carboxylic acidHCID 295629—
SolventAcetoneHCID 180—
ProductHCID 10561438HCID 1056143893%

Reaction Conditions

Temperature10 °C

Reaction Steps

358 g (2.52 mol) of methyl iodide and 361 g (2.38 mol) of 1,8-diazabicyclo[5.4.0]undec-7-ene are successively added to a solution of 428 g (1.98 mol) of (RS)-3-oxo-6-phenylcyclohex-1-ene-1-carboxylic acid, which can be obtained according to J. Org. Chem., 1971, 36, 3707, in 4.5 dm3 of acetone and then the reaction mixture is brought to reflux for five hours. The acetone is subsequently distilled off and the residue is stirred with 2.5 dm3 of water. After cooling to 10° C., the precipitate formed is filtered off, washed with ice-cold water and then dried at 30° C. 423 g (93%) of methyl (RS)-3-oxo-6-phenylcyclohex-1-ene-1-carboxylate are thus obtained in the form of a yellow powder, the characteristics of which are as follows:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06291679B1
Source datasetuspto-grants-2001_09
ORD IDord-b4061364f4ef4935b895b6fd17610d8b
Source noteuspto-grants-2001_09