Methanol → (4-Fluoro-3-methylphenyl)acetic acid

2-(4-Fluoro-3-methylphenyl)acetonitrile (1 g) and sodium hydroxide (0.8 g) were combined in a mixture of methanol (10 mL) and water (3 mL). The resulting mixture was then heated at reflux overnight. The reaction was concentrated in vacuo and the residue dissolved in water (25 mL). The aqueous phase was washed with ether (2×25 mL), acidified with concentrated hydrochloric acid and extracted with ether (3×25 mL). The combined organic solutions were washed with brine, dried over sodium sulphate, filtered and evaporated in vacuo to afford the subtitled compound as a white solid. Yield 1.1 g.

1. temperatureThe resulting mixture was then heated
2. temperatureat reflux overnight
3. concentrationThe reaction was concentrated in vacuo
4. dissolutionthe residue dissolved in water (25 mL)
5. washThe aqueous phase was washed with ether (2×25 mL)
6. extractionextracted with ether (3×25 mL)
7. washThe combined organic solutions were washed with brine
8. dry with materialdried over sodium sulphate
9. filtrationfiltered
10. customevaporated in vacuo

ORD record

ord-f4924d8e42e44646bf5c97955a629aef

Source dataset

uspto-grants-2014_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08629271B2