Acetic Acid → HCID 58508431, compound

Participants

Reaction Steps

Sodium formate (2.7 g) and 10% palladium-carbon (0.65 g) were sequentially added to a solution mixture of tert-butyl 4-(2-methoxyphenyl)-2-nitrobenzoate (3.3 g) in 2-propanol (40 mL), water (10 mL), and acetic acid (2.6 mL), 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 a saturated aqueous solution of sodium bicarbonate and ethyl acetate were added to the residue. 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 3.0 g of tert-butyl 2-amino-4-(2-methoxyphenyl)benzoate as a white oily substance.

Provenance & Evidence