Acetyl chloride → HCID 18519021, compound

Participants

Reaction Conditions

Reaction Steps

Solid aluminum chloride (9.0 g, 67.7 mmol) was suspended in 20 mL of dry dichloromethane at 0° C. The 7,8-dihydro-6H-5-oxa-9-thia-benzocycloheptene-4-carboxylic acid amide (2.7 g, 12.7 mmol) was added as a solution in 20 mL dichloromethane. The deep green solution was stirred at 0° C. for 10 min. then neat acetyl chloride (10 mL, 140.6 mmol) was added dropwise with stirring. The suspension was stirred at 0° C. for 20 min, then at rt for 30 h. The reaction was quenched with 4 N HCl and extracted repeatedly with ethyl acetate. Drying over Na2SO4 and concentration yeilded the crude product Sgc (ethyl acetate) yielded the product as a tan solid (1.6 g, 44%). MS [M−H]− 286.

Provenance & Evidence