Water → HCID 19972563, compound

Participants

Reaction Steps

A solution of 3.2 ml of chloroacetyl chloride in 32 ml of 1,2-dichloroethane was added dropwise with stirring at -5° C. to a mixture of 10 g of Intermediate XIV and 5.5 ml of triethylamine in 80 ml of 1,2-dichloroethane. The reaction mixture was stirred at ambient temperature for 1 hour, then 150 ml of water was added. The phases were separated and the aqueous phase was extracted with 1,2-dichloroethane. The extracts were combined with the organic phase and washed with a cold saturated sodium bicarbonate solution and water, then dried on anhydrous sodium sulphate. Solvent was removed in vacuo and the resultant residue was crystallized from ethanol to give 10.7 g of the title compound, melting point 152°-155° C.

Provenance & Evidence