Phosphorus trichloride → 3-Chloro-5,5-dimethyl-2-cyclohexen-1-one

To 200 ml of a chloroform solution containing 100 g (0.71 mol) of dimedone was added 21 ml of phosphorus trichloride and the mixture was refluxed by heating for 3 hours. To the reaction solution was added ice water to terminate the reaction, the chloroform was distilled off under reduced pressure and the aqueous layer was extracted with ethyl acetate. The organic layer was dried with anhydrous sodium sulfate, concentrated under reduced pressure and the residue was purified by distillation under reduced pressure to obtain 45 g of 3-chloro-5,5-dimethyl-2-cyclohexen-1-one. Yield: 40 %, Boiling Point 95° C. at 18 mmHg.

1. temperaturethe mixture was refluxed
2. temperatureby heating for 3 hours
3. customto terminate
4. customthe reaction
5. distillationthe chloroform was distilled off under reduced pressure
6. extractionthe aqueous layer was extracted with ethyl acetate
7. dry with materialThe organic layer was dried with anhydrous sodium sulfate
8. concentrationconcentrated under reduced pressure
9. distillationthe residue was purified by distillation under reduced pressure

ORD record

ord-e44f5ff9da2e4120b27e955d354905f9

Source dataset

uspto-grants-1991_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05066573