Hydroxylamine → 4-t-Butoxycarbonyl benzaldoxime

Participants

Reaction Steps

In 100 ml of methanol was dissolved 20.5 g of 4-cyanobenzoic acid t-butyl ester and 13.9 g of hydroxylamine. To the solution was added, while stirring at room temperature, 128 g of triethylamine; The resulting mixture was stirred for one hour at 85° C. then concentrated under reduced pressure. The concentrate was dissolved in ethyl acetate, and the solution was washed with water. The organic layer was concentrated under reduced pressure to give a crude product, which was recrystallized from isopropyl ether to afford 11.45 g of the title compound as a colorless crystalline product.

Provenance & Evidence