Aluminium lithium hydride → HCID 66643639, compound

Participants

Reaction Steps

To a stirred solution of 5-methyl-3-propyl-isoxazole-4-carboxylic acid ethyl ester (13.8 g, 70 mmol) in THF (140 mL) under argon and at 0° C. was added lithium aluminium hydride (3.05 g, 80 mmol) in five portions. After 90 min the reaction mixture was quenched dropwise with Seignette salt solution. The reaction mixture was filtered and the filtrate extracted with ethyl acetate. The combined organic extracts were washed with Seignette salt solution then dried over sodium sulfate, filtered, concentrated and purified by chromatography (silica, 0 to 60% ethyl acetate in heptane) to give the title compound (8.7 g, 80%) as a yellow liquid. MS: m/e=232.2 [M+H]+.

Provenance & Evidence