Trifluoroacetic acid → 5-(3-Fluorophenyl)picolinic acid

Participants

Reaction Steps

To a solution of tert-butyl 5-(3-fluorophenyl)picolinate 33-5 (414 mg, 1.51 mmol) in dichloromethane (3 mL) was added TFA (1.5 mL) dropwise at room temperature. The mixture was stirred at room temperature for 2 hours. The mixture was diluted with dichloromethane (100 mL) and H2O (100 mL), adjusted with Na2CO3 to pH around 4, and separated. The organic layer was washed with H2O and brine, dried over Na2SO4, concentrated to dryness to afford 5-(3-fluorophenyl)picolinic acid 6-7 as an off-white solid. MS m/z 218.1 (M+1)

Provenance & Evidence