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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1645319Generated: November 1, 2026

2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → 2-cyclopentyl-4-cyclohexyl-7,7-dimethyl-3-(4-trifluoromethylbenzoyl)-7,8-dihydro-6H-quinolin-5-one

https://huagongshe.com/reaction/1645319

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 6775—
Reactant2-cyclopentyl-4-cyclohexyl-7,7-dimethyl-3-(4-trifluoromethylbenzoyl)-4,6,7,8-tetrahydro-1H-quinolin-5-oneHCID 15403150—
SolventDichloromethaneHCID 6344—
Product2-cyclopentyl-4-cyclohexyl-7,7-dimethyl-3-(4-trifluoromethylbenzoyl)-7,8-dihydro-6H-quinolin-5-oneHCID 9827201—

Reaction Steps

3.13 g (6.3 mmol) of the compound from Example 1A are dissolved in 64 ml of dichloromethane, and 1.42 g (6.3 mmol) of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) are added a little at a time at 0° C. With stirring, the mixture is warmed to room temperature over a period of 3 h. The mixture is concentrated on a rotary evaporator and the residue is purified by chromatography (silica gel, mobile phase: cyclohexane/ethyl acetate 5:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08124775B2
Source datasetuspto-grants-2012_02
ORD IDord-d06b4c66f6be43678de71ef85eea3c82
Source noteuspto-grants-2012_02