Acetic Acid → HCID 66990429, compound

Participants

Reaction Steps

Water (0.53 mL), sodium formate (0.13 g), acetic acid (0.13 mL), and 10% palladium-carbon (35 mg) were added to a 2-propanol (2.1 mL) solution of tert-butyl 4-(2-(difluoromethoxy)phenyl)-2-nitrobenzoate (0.18 g), followed by heating to reflux for 2 hours. The reaction mixture was cooled to room temperature, and then the insoluble substance was removed by filtration. The solvent was evaporated under reduced pressure, and ethyl acetate and a saturated aqueous solution of sodium bicarbonate were added thereto. The organic layer was separated, washed with a saturated aqueous solution of sodium chloride, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography [eluent: 99-91% hexane/ethyl acetate] to obtain 0.15 g of tert-butyl 2-amino-4-(2-(difluoromethoxy)phenyl)benzoate as a yellow oily substance.

Provenance & Evidence