Acetyl chloride → HCID 77141723, compound

Participants

Reaction Steps

Acetyl chloride (19.4 mL, 274.4 mmol) was slowly added at 0° C. to methanol (120.0 mL) under stirring. A solution of 4-(2-chloro-phenyl)-2-oxo-3-butenoic acid (17.0 g, 80.7 mmol) prepared in Step 1 in methanol (80.0 mL) was added to the reaction mixture at room temperature. The reaction mixture was stirred at room temperature for 1 hour, additionally at 80° C. for 16 hours. The reaction mixture was concentrated under reduced pressure and then ethyl acetate was added thereto. The reaction mixture was washed with distilled water and brine, dried on anhydrous magnesium sulfate, and then concentrated under reduced pressure to give a yellow liquid residue. The resulting residue was purified by silica gel column chromatography (eluent: ethyl acetate/n-hexane=1/8) to give 7.2 g of the titled compound as a yellow solid.

Provenance & Evidence