Tetrahydrofuran → 1-Methyl-4-piperidinemethanol

Participants

Reaction Steps

1-Methyl-4-piperdine carboxylic acid ethyl ester (8.95 g, 53 mmol) was dissolved in ether (100 ml) and a 1N solution of lithium aluminium hydride in tetrahydrofuran (57 ml, 57.5 mmol) added at 0° C. and the reaction mixture allowed to warm to ambient temperature and stirred for 3 hours. Water (2 ml), 2N sodium hydroxide (4 ml) and a further portion of water (2 ml) was added and the precipitate collected by suction filtration. The filtrate was evaporated to afford the title compound (4.6 g, 68% yield) as a colourless oil:

Provenance & Evidence