tert-Butyl carbazate → Tert-butyl 4-[(tert-butoxycarbonyl)hydrazono]piperidine-1-carboxylate

Participants

Reaction Steps

To a three-neck flask equipped with a mechanical stirrer and a condenser was loaded 1-Boc-4-piperidone (10.0 g, 50.2 mmol), tert-butyl carbazate (7.30 g, 55.2 mmol) and hexanes (20 mL). The mixture was heated to reflux for 3 h, then cooled to room temperature and filtered. The solid was washed with hexanes and dried at room temperature to give 4-(tert-butoxycarbonyl-hydrazono)piperidine-1-carboxylic acid tert-butyl ester (14.84 g, 94%) as a white powder. 1H NMR (CDCl3) δ 1.46 (s, 9H), 1.50 (s, 9H), 2.32 (m, 2H), 2.52 (m, 2H), 3.55 (m, 4H), 7.48 (br, 1H).

Provenance & Evidence