2-(4-Chloro-3-nitrophenylcarboxy)ethyl 3,5-di-t-butyl-4-hydroxybenzoate → 2-(3-Amino-4-chlorophenylcarboxy)ethyl 3,5-di-t-butyl-4-hydroxybenzoate

Participants

Reaction Steps

Iron metal powder (13.4 g, 0.24 mole) was added portionwise to a solution of the nitro compound (22.9 g, 0.048 mole) from (b) in acetic acid (110 ml) and water (10 ml), heated on a steam bath. Heating was continued for a further 3 hours, after which the suspension was filtered hot through kieselguhr. The filtrate was poured into a mixture of ice/water (1 liter) with rapid stirring and the precipitate was collected by filtration to give the product as a white solid (20 g, 93%). m.p. 122°-124° C.

Provenance & Evidence