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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2368635Generated: October 30, 2026

Methane → HCID 58119731, compound

https://huagongshe.com/reaction/2368635

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethaneHCID 297—
Reactant2,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 6775—
ReactantHCID 58119790HCID 58119790—
SolventDichloromethaneHCID 6344—
SolventCyclohexane ethylacetateHCID 21867204—
ProductHCID 58119731HCID 58119731—

Reaction Conditions

Temperature0 °C

Reaction Steps

4.7 g 4-Cyclopentyl-2-(1-methoxy-ethyl)-7,7-dimethyl-3-(4-trifluoromethyl-benzoyl)-4,6,7,8-tetrahydro-1H-quinolin-5-one are dissolved in 100 ml dichloromethane, cooled to 0° C. and 2.5 g 2,3-dichloro-5,6-dicyano-p-benzoquinone are added portionwise. The temperature is raised during 3 hours to room temperature. Then the volume is reduced to approximately 60 ml by evaporation in vacuo, the mixture is filtered and the filter cake is washed 5 times with 50 ml of dichloromethane. The combined organic phases are evaporated in vacuo and the residue is chromatographed on silica gel (cyclohexane/ethylacetate 90:10 to 50:50). The product thus obtained is dissolved in cyclohexane/ethylacetate 70:30 and treated with charcoal. The mixture is filtered and the charcoal is washed 3 times with 100 ml cyclohexane/ethylacetate 70:30. The combined organic phases are evaporated in vacuo.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08703793B2
Source datasetuspto-grants-2014_04
ORD IDord-33b8e0f9f46843cd832816c61e0e7682
Source noteuspto-grants-2014_04