Sodium Hydroxide → 2-(2-Chloro-4-methylphenyl)benzoic acid

Temperature

80 °C

To a mixture of ethanol (728 ml) and 2′-chloro-4′-methyl-biphenyl-2-carboxylic acid ethyl ester (337 g) was added 4N aqueous sodium hydroxide solution (728 ml), and the mixture was stirred at 80° C. for 2 hr. The reaction mixture was cooled to room temperature, activated carbon (17 g) was added and the mixture was stirred overnight. The activated carbon was filtered off, and washed with 50v/v % ethanol-water (200 ml). The filtrate was acidified by dropwise addition of acetic acid (500 ml) at room temperature. To this mixture, water (414 ml) was added dropwise at room temperature, and the mixture was stirred for 2 hr. This suspension was filtered, and the obtained solid was washed with 40v/v % ethanol-water (250 ml), and dried under reduced pressure at 80° C. to give the title compound (203 g, 2 steps 85%).

1. temperatureThe reaction mixture was cooled to room temperature
2. additionactivated carbon (17 g) was added
3. stirringthe mixture was stirred overnight
4. filtrationThe activated carbon was filtered off
5. washwashed with 50v/v % ethanol-water (200 ml)
6. additionThe filtrate was acidified by dropwise addition of acetic acid (500 ml) at room temperature
7. additionTo this mixture, water (414 ml) was added dropwise at room temperature
8. stirringthe mixture was stirred for 2 hr
9. filtrationThis suspension was filtered
10. washthe obtained solid was washed with 40v/v % ethanol-water (250 ml)
11. customdried under reduced pressure at 80° C.

ORD record

ord-3046e7d8d63a44eca8f4537a1c6a4032

Source dataset

uspto-grants-2013_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08343994B2