Hydrochloric Acid → tert-butyl 4-phenoxy-2-(3-(1H-pyrrol-1-yl)benzamido)benzoate

Participants

Reaction Steps

0.015 mL of N,N-dimethylformamide was added to a mixed solution of 2.0 mL of methylene chloride and 0.024 mL of oxalyl chloride containing 47 mg of 3-(1H-pyrrol-1-yl)benzoic acid and stirred at room temperature for 30 minutes, 71 mg of tert-butyl 2-amino-4-phenoxybenzoate and 0.090 mL of triethylamine were added to the reaction mixture at room temperature sequentially and stirred at the same temperature for 30 minutes. Ethyl acetate and 1.0 mol/L hydrochloric acid were added to the reaction mixture. The organic layer was separated and dried over anhydrous magnesium sulfate after washed with a saturated sodium chloride aqueous solution, and the solvent was evaporated under reduced pressure. The obtained residue was purified with silica gel column chromatography [PSQ100B (spherical) manufactured by Fuji Silysia Chemical Ltd., eluent; hexane:ethyl acetate=40:1] to obtain 31 mg of tert-butyl 4-phenoxy-2-(3-(1H-pyrrol-1-yl)benzamido)benzoate as white solid.

Provenance & Evidence