Carbon Tetrachloride → Ethyl chlorocyanoacetate

Participants

Reaction Steps

To a suspension of NaH in 400 mL of DMSO at 20° C. were added dropwise 79.1 g of ethyl cyanoacetate (700 mmol). The solution was stirred for 1 h at 20° C. until no more hydrogen evolved from the reaction system. 156 mL (1.5 mol) of CCl4 were added carefully. Occasional cooling was applied so as to maintain the temperature between 20°-25° C. The mixture was carefully quenched with HOAc, extracted with CH2Cl2, dried over MgSO4, concentrated, and distilled to give 85.2 g of the title compound (82.5%).

Provenance & Evidence