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

Reaction equation

[CH:1](=O)[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[CH:11]([C:14]([CH3:16])=[O:15])([CH3:13])[CH3:12].[ClH:17].C(=O)([O-])[O-].[Na+].[Na+]>>[C:4]1([CH:3]=[CH:2][CH:1]([Cl:17])[C:11]([CH3:13])([CH3:12])[C:14](=[O:15])[CH3:16])[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

Reactant 4

HCID 3073-Phenylprop-2-Enal

HCID 313Hydrochloric Acid

HCID 10340Sodium Carbonate

HCID 112513-Methyl-2-butanone

Product 1

HCID 541173564-Chloro-3,3-dimethyl-6-phenylhex-5-en-2-one

Procedure

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.