Chloroform → HCID 13896199, compound

Participants

Reaction Steps

Acetyl chloride (8.6 ml) was added slowly to a vigorously stirred solution of trans-6-[2-(2,4-dichlorophenyl)ethyl]-3,4,5,6-tetrahydro-4-hydroxy-2H-pyran-2-one (19.3 g, 66.8 mmol), CHCl3 (200 ml), triethylamine (35 ml) and 4-(dimethylasmino)pyridine (100 mg) at 20° C. The cloudy Pale amber mixture was stirred at ambient temperature for 16 hours and then distributed between diethyl ether (300 ml) and H2O (300 ml). The organic layer was separated and washed with IN HCl 200 ml) and H2O (2×200 ml), then dried and evaporated. The pale amber residual oil slowly solidified. Crystallization from n-butyl chloride:hexane; 1:5(v:V) provided the title compound as small pale amber needles. m.p. 69°-70° C.

Provenance & Evidence