Water → (R)-(1-methylpiperidin-3-yl)methanol

Participants

Reaction Steps

A 2M solution of LiAlH4 in THF (14.0 mL, 28.0 mmol) was added drop-wise to a solution of (R)-tert-butyl 3-(hydroxymethyl)piperidine-1-carboxylate (5.00 g, 23.2 mmol) in THF (30 mL) under argon at 0° C. The reaction mixture was allowed to warm to room temperature over 2 hours and stirred at room temperature for 17 hours. The reaction mixture was cooled to 0° C. and a 1M aq NaOH solution (4.0 mL) was added drop-wise. Water (2 mL) was added and the resulting mixture stirred at room temperature for 2 hours. The white solid was removed by filtration. The filtrate was concentrated in vacuo to give (R)-(1-methylpiperidin-3-yl)methanol (3.19 g, 106%) as a colourless oil which was used without further purification.

Provenance & Evidence