Sodium Hydroxide → HCID 178516021, compound

Temperature

150 °C

2-Chloro-6-trifluoromethylpyridine (8.05 g at 98% strength; 43.2 mmol; 1 equiv) was charged to a Parr reactor, pressure tested at 100 psi. The pressure was released and the reactor heated to 150° C. Sodium hydroxide solution (9.823% strength; 40.1 g; 98.5 mmol; 2.28 equiv) was added via an HPLC pump over 2 hours 20 minutes and the reaction mixture maintained at 150° C. for a further 4 hours. The mixture was cooled, unreacted 2-chloro-6-trifluoromethylpyridine extracted with methylene chloride, and the aqueous phase acidified with hydrochloric acid and filtered to afford 2-hydroxy-6-trifluoromethylpyridine (5.615 g; 93% strength; 73% isolated yield). Further product was obtained by extraction of the filtrates with methylene chloride.

1. temperaturethe reaction mixture maintained at 150° C. for a further 4 hours
2. temperatureThe mixture was cooled
3. extractionunreacted 2-chloro-6-trifluoromethylpyridine extracted with methylene chloride
4. filtrationfiltered

ORD record

ord-c23052dee4e2403ba216440ee50139c0

Source dataset

uspto-grants-1999_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05973159