Hydrazine hydrate (1:1) → O-(4-cyano-2-ethoxybenzyl)hydroxyamine

Participants

Reaction Conditions

Reaction Steps

Into a reaction vessel was charged N-(4-cyano-2-ethoxybenzyloxy)phthalimide (17) (27.0 g, 0.084 mol) and ethanol (270 ml), and hydrazine monohydrate (4.6 g, 0.091 mol) were added, and the mixture was stirred for 2 hours at approximately 80° C. The precipitated white solid was removed by filtrated, and the resulted filtrate was subjected to reduce pressure to distill off the solvent. Next, ethyl acetate was added and the mixture was washed with a dilute sodium carbonate aqueous solution, dried over anhydrous magnesium sulfate, then, the solvent was distilled off under reduced pressure, to obtain O-(4-cyano-2-ethoxybenzyl)hydroxyamine (18) (13.4 g, yield from (17) is 83%).

Provenance & Evidence