Acetone → HCID 19391865, compound

Participants

Reaction Steps

80 g (0.31 mole) of 2,4-dichloro-3-isopropyl-6-nitrophenol were hydrogenated in 425 ml of methanol with 5 g of Raney Ni in an autoclave at 25° to 30° C. and under 10 bar of H2. The mixture was stirred for an additional 30 minutes after hydrogen was no longer being absorbed, then the pressure was released and, after addition of 0.5 ml of hydrazine hydrate to the hydrogenation solution, the catalyst was filtered off under protective gas, washed with 50 ml of methanol, and the filtrate was acidified with 200 ml of concentrated HCl, while cooling to 15° to 20° C. The precipitated crystals were filtered off with suction, washed with 200 ml of cold acetone and dried. Crystals I obtained comprised 53.5 g of 98% pure material; this is 70% of theory. A further 11-12 g of 85 to 90% pure material was obtained by evaporation of the wash acetone, this corresponding to 15% of theory. The hydrogenation mother liquor was discarded.

Provenance & Evidence