Acetyl chloride → HCID 22490902, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of aluminum chloride (1-2 g, 90 mmol) in dichloromethane (300 mL) at 0° C. was added acetyl chloride (6.8 ml, 90 mmol). After stirring at 0° C. for 20 min the mixture turned into clear solution. The mixture was then cooled to −78° C. and 7-methoxy-1,1-dimethyl-1,2,3,4-tetrahydro-naphthalene (Compound A-85, 13.2 g, 69 mmol) in dichloromethane (20 mL) was added. After stirring at 78° C. for 2 h the mixture was poured onto ice and extracted with diethyl ether. The combined organic layers were washed with water, brine, dried (Na2SO4), filtered and concentrated in vacuo. The crude residue was purified by flash chromatography (silica gel, 10% ethyl acetate in hexane) to give the title compound as a white solid.

Provenance & Evidence