1,2-Dihydro-6-fluoro-5-hydroxymethylquinaldine → 6-Fluoro-5-hydroxymethyl-1,2,3,4-tetrahydroquinaldine

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Reaction Steps

A solid which was chiefly 1,2-dihydro-6-fluoro-5-hydroxymethylquinaldine (7.0 g) was dissolved in 200 ml of ethanol containing 1 ml of concentrated hydrochloric acid, 1.0 g of 5% palladium on charcoal, and 1.0 g 5% platinum on charcoal and the mixture was hydrogenated at 50 psi at 20° C. for 5 hours. The solution was filtered and the filtrate was evaporated to provide white solid 6-fluoro-5-hydroxymethyl-1,2,3,4-tetrahydroquinaldine as determined by nuclear magnetic resonance spectral analysis.

Provenance & Evidence