Triethyl Citrate → HCID 86688829, compound

Participants

Reaction Conditions

Reaction Steps

A solution of triethyl citrate (0.87 g, 1 equivalent) in tetrahydrofuran (THF) was added to a solution of sodium hydride (0.2 g, 1.5 equivalents) in THF at 0° C. and stirred at 0° C. for 1 hour. Then oleoyl chloride (0.87 g, 1 equivalent) was added and stirred for 1 hour at 0° C. under nitrogen atmosphere. The mixture was stirred at 25-30° C. for 8 hours. Thin layer chromatography analysis indicated that the reaction was complete. The mixture was quenched with cold water and extracted with ethyl acetate. The ethyl acetate phase was washed with sodium bicarbonate solution (10%) followed by water and then brine solution. The resulting mixture was dried over sodium sulphate and concentrated to obtain a crude product. Purified product was obtained from the crude product by column chromatography using 10% petroleum ether in ethyl acetate as eluent. Yield of product was 0.6 g.

Provenance & Evidence