Chloride → HCID 86688830, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of sodium hydride (0.651 g, 1.5 eq) in THF at 0° C., triethyl citrate (5 g, 1 eq) in THF (50 ml) was added drop wise and stirred for 1 h at 0° C. Then butaryl chloride (2.12 g, 1.1 eq) was added drop wise and stirred for 1 h at 0° C. under nitrogen atmosphere. The stirring was continued for another 12 h at 25-30° C. The reaction was monitored by thin layer chromatography. The reaction was quenched with cold water and extracted with ethyl acetate. Ethyl acetate layer was washed with sodium bicarbonate solution (10%) followed by water and brine solution. The organic layer was dried over sodium sulphate and concentrated to get the crude product. The crude product was purified by column chromatography using 6% ethyl acetate in petroleum ether as eluent. The product was characterized by NMR. Yield was 3 g; 48.6%.

Provenance & Evidence