Palmitoyl chloride → HCID 20280069, compound

Participants

Reaction Steps

To a solution of 4-hydroxymethylpyridine (10.02 g) and triethylamine (9.27 g) in tetrahydrofuran (100 ml) was dropped a solution of hexadecanoyl chloride (25.2 g) in tetrahydrofuran (80 ml) under cooling in an ice bath and stirring, which was continued for one hour at the same temperature. A resulting precipitate was filtered off and the filtrate was evaporated to dryness. The residue was dissolved in diether ether, washed with water, dried over magnesium sulfate and evaporated. The residue was purified by column chromatography on silica gel (250 g) using methylene chloride-ethyl acetate as an eluent to give 4-hexadecanoyloxymethylpyridine (14.3 g).

Provenance & Evidence