1-(4-Chloro-3-nitrophenoxy)-2-propanone → 1-(3-Amino-4-chlorophenoxy)-2-propanone

Participants

Reaction Steps

A mixture of 23.8 g (0.104 mole) of 1-(4-chloro-3-nitrophenoxy)-2-propanone, 2 g of Raney nickel and 240 ml of dioxane is hydrogenated at normal pressure and room temperature. After 20 hours (hydrogen absorption: 103%), the whole is filtered with suction over Celite, then washed with dioxane and concentrated by evaporation in vacuo. Purification of the crude product by chromatographed with petroleum ether/ether over silica gel and subsequent recrystallisation from ether/petroleum ether yields 1-(3-amino-4-chlorophenoxy)-2-propanone having a melting point of 49°-51°.

Provenance & Evidence