Benzene → 4-Bromo-1-phenyl-1-butanone

Temperature

65 °C

Into 23.7 g of the benzene solution of 4-bromobutyric acid obtained in Example 5, was added 4.5 g of phosphorus trichloride (33 mmol) dropwise at 20° C. After the temperature was raised to 60 to 70° C., the mixture was stirred for three hours. Then, after the mixture was cooled to 20° C., the reaction solution was dropwise added into a suspension solution containing 20 g of benzene (256 mmol) and 13.3 g of aluminum chloride (100 mmol) at 10° C. After stirring the mixture at that temperature for 30 minutes, the temperature was raised to 20° C. and the mixture was further stirred for one hour and added into a 10% aqueous solution of hydrochloric acid that had been cooled to 10° C. Then, the aqueous phase was extracted with benzene, and the organic phase was washed with diluted hydrochloric acid and brine, followed by partially removing benzene by distillation under reduced pressure to give 92.1 g of a benzene solution of 4-bromobutyrophenone.

1. temperatureThen, after the mixture was cooled to 20° C.
2. additionthe reaction solution was dropwise added into a suspension solution
3. stirringAfter stirring the mixture at that temperature for 30 minutes
4. temperaturethe temperature was raised to 20° C.
5. stirringthe mixture was further stirred for one hour
6. temperaturehad been cooled to 10° C
7. extractionThen, the aqueous phase was extracted with benzene
8. washthe organic phase was washed with diluted hydrochloric acid and brine
9. distillationfollowed by partially removing benzene by distillation under reduced pressure

ORD record

ord-4d94d683d9c44008a3b37674949962be

Source dataset

uspto-grants-2000_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06037509