Water → Tert-butyl 4-methoxypiperidine-1-carboxylate

Participants

Reaction Steps

Sodium hydride (60% dispersion in mineral oil, 2.98 g, 74.5 mmol) was added to a solution of 1,1-dimethylethyl 4-hydroxy-1-piperidinecarboxylate (5.0 g, 24.8 mmol) in dimethylformamide (30 mL) and the mixture was stirred for 5 minutes. Methyl iodide (4.64 mL, 74.5 mmol) was added and the mixture was stirred for 30 minutes. Water (50 mL) was added and the mixture was extracted with diethyl ether (2×50 mL). The combined organic fractions were washed with water (4×50 mL) and brine, dried (MgSO4) and the solvent was evaporated under reduced pressure to give the title compound (5.3 g, 99%). m/z (ES+) 216 (M+1).

Provenance & Evidence