Dimethylformamide → 1-(1-Chloroprop-2-en-1-yl)-3-(trifluoromethyl)benzene

Dimethylformamide (5 mL) was added to a solution of 1-[3-(trifluoromethyl)phenyl]prop-2-en-1-ol (50 g) in dichloromethane (500 mL) at 0 to 5° C. The reaction mixture was stirred for 5-10 min at room temperature. The reaction mixture was cooled at 0 to 5° C. and thionyl chloride (44.26 g) was added slowly maintaining the temperature at 0 to 5° C. The reaction mixture was stirred at 0 to 5° C. for 1-2 hours. After completion of the reaction, the mixture was quenched slowly with ice-chilled de-ionized water (250 mL) at 0-10° C. and stirred for additional 30 minutes at 0 to 5° C. Organic Layer was separated, washed twice with a solution of sodium chloride (10%; 250 mL) and concentrated under vacuum at 40° C. to 45° C. to give 1-(1-chloroprop-2-en-1-yl)-3-(trifluoromethyl)benzene.

1. temperatureThe reaction mixture was cooled at 0 to 5° C.
2. temperaturemaintaining the temperature at 0 to 5° C
3. stirringThe reaction mixture was stirred at 0 to 5° C. for 1-2 hours
4. customAfter completion of the reaction
5. customthe mixture was quenched slowly with ice-
6. temperaturechilled de-ionized water (250 mL) at 0-10° C.
7. stirringstirred for additional 30 minutes at 0 to 5° C
8. customOrganic Layer was separated
9. washwashed twice with a solution of sodium chloride (10%; 250 mL)
10. concentrationconcentrated under vacuum at 40° C. to 45° C.

ORD record

ord-54f6d8742be643ccbddfd3001ed1d985

Source dataset

uspto-grants-2014_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08759586B2