Tetrahydrofuran → HCID 19888404, compound

Participants

Reaction Steps

N-t-Butylazetidine-3-carboxylic acid (5.0 g., 0.318 mol.) was added portionwise to a slurry of 1.81 g. (0.0477 mol.) of lithium aluminum hydride in 135 ml. of tetrahydrofuran. The mixture was refluxed for 12 hours, cooled and 2 ml. of water and 2 ml. of 15% aqueous sodium hydroxide were added followed by an additional 6 ml. of water. The mixture was filtered and the precipitate was washed with ether. The filtrate and washings were combined and evaporated to dryness to give N-t-butyl-3-hydroxymethylazetidine, b.p. 124°-127° (27 mm.).

Provenance & Evidence