Chloride → HCID 86688833, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of sodium hydride (0.8712 g, 1.5 eq) in THF at 0° C., diethyl tartarate (5 g, 1 eq) in THF (50 ml) was added drop wise and stirred for 1 h at 0° C. Then butaryl chloride (7.735 g, 3 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 the column chromatography using 7% ethyl acetate in petroleum ether as eluent. The product was characterized by NMR. The yield was 3.2 g; 38.5%.

Provenance & Evidence