Hydroxylamine → Benzyl hydroxycarbamate

Participants

Reaction Steps

A solution of crude amino alcohol 29 (223 g, 1.19 mol) in 1 L of CH2Cl2 was treated with a 1 L aqueous solution of K2CO3 (200 g, 1.45 mol) and cooled in a ice bath. The mixture is stirred vigorously while benzyl chloroformate (225 g, 1.3 mol) is added slowly. After the addition is complete the mixture is stirred an additional 30 min. The organic layer is separated and washed with water, brine and concentrated to give 390 g of crude solid. This is recrystallized from hexane to give 270 g of N-CBZ amino alcohol 30.

Provenance & Evidence