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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 981796Generated: October 31, 2026

3-Phenylprop-2-Enal → 4-Chloro-3,3-dimethyl-6-phenylhex-5-en-2-one

https://huagongshe.com/reaction/981796

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Phenylprop-2-EnalHCID 307—
ReactantHydrochloric AcidHCID 313—
ReactantSodium CarbonateHCID 10340—
Reactant3-Methyl-2-butanoneHCID 11251—
Product4-Chloro-3,3-dimethyl-6-phenylhex-5-en-2-oneHCID 54117356—

Reaction Steps

20 g (0.15 mol) of cinnamaldehyde and 25.8 g (0.3 mol) of methyl isopropyl ketone are initially introduced, and dry hydrogen chloride is passed in at 10° C. until saturation. The mixture is stirred for 12 hours at 20°-25° C. and poured onto water, and the resulting mixture is neutralized by means of sodium carbonate. The neutralized mixture is extracted with methylene chloride and dried, and the methylene chloride is distilled off. 25.7 g (72.4% of theory) are obtained of 1-phenyl-3-chloro-4,4-dimethyl-1-hexen-5-one which has a melting point of 71° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04992577
Source datasetuspto-grants-1991_02
ORD IDord-4560a2f37cc8474885424e9f5afa7a65
Source noteuspto-grants-1991_02