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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1196410Generated: October 31, 2026

Acetone Cyanohydrin → HCID 14277662, compound

https://huagongshe.com/reaction/1196410

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetone CyanohydrinHCID 6406—
ReactantTriethylamineHCID 8471—
Reactant1,3-Cyclohexanedione, 5-phenyl-HCID 568962—
Reactant4-Chloro-2-nitrobenzoyl chlorideHCID 10867784—
SolventDichloromethaneHCID 6344—
ProductHCID 14277662HCID 1427766257.5%

Reaction Steps

A solution of 4-chloro-2-nitrobenzoyl chloride (4.4 g) in dry dichloromethane (5 ml) was added at 5°-10° C. to a stirred solution of 5-phenylcyclohexane-1,3-dione [3.7 g] and triethylamine (2.8 ml) in dry dichloromethane (50 ml), and the mixture was stirred at ambient temperature for 18 hours. Triethylamine (8.4 ml) and acetone cyanohydrin (0.4 ml) were added successively to the solution and the mixture was stirred at ambient temperature for 4 hours. The resulting solution was washed successively with 2N hydrochloric acid (25 ml) and water (3×25 ml), dried over sodium sulphate and evaporated under reduced pressure to give a brown solid which was recrystallised from acetonitrile to give 2-(4-chloro-2-nitrobenzoyl)-5-phenylcyclohexane-1,3-dione (4.2 g), mp 144°-145° C., as a light cream crystalline solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05114461
Source datasetuspto-grants-1992_05
ORD IDord-1e223224f38c490fb35e4e2520ff2541
Source noteuspto-grants-1992_05