Water → 2,3-dimethyl-6-methoxy4-phenyl-2H-isoquinolin-1-one

Participants

Reaction Steps

To a solution of 11 (5.00 g, 19.6 mmol) in THF under Argon at −70° C. was added n-butyllithium (18.8 mL, 2.5M). After 0.5 h acetyl chloride (2.10 mL, 29.4 mmol) was added. Stirred 0.5 h then added water and warmed to room temperature. Removed the solvent in vacuo and added 1N hydrochloric acid. Extracted with ethyl acetate (4×) and dried the combined organic portions with magnesium sulfate (anh.). Removal of the solvent in vacuo followed by trituration with ether gave 12 as a light solid (2.54 g, 9.10 mmol, 46.4%).

Provenance & Evidence