Sodium Hydroxide → 2'-Chloro-4'-fluoro-biphenyl-2-carboxylic acid

Temperature

80 °C

To a mixture of ethanol (179 ml) and 2′-chloro-4′-fluoro-biphenyl-2-carboxylic acid ethyl ester (41.8 g) was added 2N aqueous sodium hydroxide solution (179 ml), and the mixture was stirred in an oil bath at 80° C. for 2 hr. The reaction mixture was cooled to room temperature, activated carbon (2.5 g) was added and the mixture was stirred for 2.5 hr. The activated carbon was filtered off through celite and washed with 50v/v % ethanol-water (100 ml). The filtrate was acidified with 2N hydrochloric acid (196 ml). Then, to this mixture was added water (33 ml) and the mixture was stirred at room temperature for 2 hr. This suspension was filtered, and the obtained solid was air-dried for 2 hr, and dried under reduced pressure at 60° C. to give the title compound (28.6 g, 2 steps 93%).

1. temperatureThe reaction mixture was cooled to room temperature
2. additionactivated carbon (2.5 g) was added
3. stirringthe mixture was stirred for 2.5 hr
4. filtrationThe activated carbon was filtered off through celite
5. washwashed with 50v/v % ethanol-water (100 ml)
6. additionThen, to this mixture was added water (33 ml)
7. stirringthe mixture was stirred at room temperature for 2 hr
8. filtrationThis suspension was filtered
9. customthe obtained solid was air-dried for 2 hr
10. customdried under reduced pressure at 60° C.

ORD record

ord-1fd268b8d7944151bdc7837d6cc6204d

Source dataset

uspto-grants-2013_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08343994B2