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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 324654Generated: October 30, 2026

Methyl iodide → HCID 10561438, compound

https://huagongshe.com/reaction/324654

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 were successively added to a solution of 428 g (1.98 mol) of (RS)-3-oxo-6-phenylcyclohex-1-ene-1-carboxylic acid, which was obtained according to J. Org. Chem., 1971, 36, 3707, in 4.5 cm3 of acetone and then the reaction mixture was brought to reflux for five hours. The acetone was subsequently distilled off and then the residue was stirred with 2.5 dm3 of water. After cooling to 10° C., the precipitate formed was 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 were thus obtained in the form of a yellow powder, the characteristics of which were as follows:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06218406B1
Source datasetuspto-grants-2001_04
ORD IDord-c2a66dfa72b94fd69e8dae4e5b3fc9c4
Source noteuspto-grants-2001_04