Potassium Carbonate → HCID 178451986, compound

Participants

Reaction Steps

Into a mixture of hydroxylamine hydrochloride (52 g, 748.30 mmol, 3.00 equiv) and potassium carbonate (55.5 g, 402.47 mmol, 1.60 equiv) in water (125 mL) was added a solution of tert-butyl 4-cyanopiperidine-1-carboxylate (52.5 g, 249.68 mmol, 1.00 equiv) in ethyl alcohol (625 mL) dropwise with stirring. The resulting mixture was stirred overnight at 90° C. in an oil bath, cooled down to room temperature, filtered and concentrated under reducing pressure. The residue was diluted with 2000 mL of ethyl acetate, washed with 1×800 mL of water and dried over anhydrous sodium sulfate. Filtration and concentration under reducing pressure gave 60 g of tert-butyl 4-(N-hydroxycarbamimidoyl)piperidine-1-carboxylate as a white solid, which was used directly for next step without further purification. MS m/z [M+H]+ (ESI): 245.

Provenance & Evidence