Ethyl cyanoacetate → Ethyl 2-chloro-2-cyano-5-oxopentanoate

Participants

Reaction Conditions

Reaction Steps

To a suspension of finely ground K2CO3 (4.26 g, 30 mmol) in 100 mL of ethyl acetate were added sequentially 5.65 g of ethyl cyanoacetate (50 mmol) and 9.1 g of ethyl dichlorocyanoacetate (50 mmol) at 0° C. Acrolein (6.72 g, 120 mmol) was added within a period of 1 h using a syringe pump. The resulting mixture was stirred at 5° C. for 3 hours, filtered through Celite with the aid of CH2Cl2, concentrated (25° C., 25 mm Hg), and distilled to give 15.6 of the title compound (77%).

Provenance & Evidence