Methanol → HCID 86735631, compound

Participants

Reaction Steps

24.7 Mmol (1.00 ml) of methanol and 3 ml of tetrahydrofuran (THF) were added to 7.8 mmol (0.3 g) of LiAlH4 in 10 ml of THF while stirring and cooling in ice water for 3 minutes. A solution of 1.15 mmol of 5-ethoxy-4'-trifluoromethylvalerophenone O-(cyanomethyl) oxime was then added while stirring and cooling for ten minutes. After stirring the reaction mixture at 5° C for another 3 hours it was decomposed with 1.0 ml of water. The formed hydroxides were sucked off, washed with chloroform and the filtrate was evaporated to dryness in vacuo. The resulting base was dissolved in absolute ethanol and an equimolar quantity of fumaric acid was added. The mixture was heated until a clear solution was obtained. The solvent was removed, the residue was taken up in ethanol/acetonitrile 1:1. The title compound crystallized. Melting point 150°-150.5° C.

Provenance & Evidence