Hydrochloric Acid → 3-(5-Fluoro-2-methylphenyl)-3-methyl-1-morpholin-4-ylbutan-1-one

Participants

Reaction Steps

A mixture of 3-(5-fluoro-2-methylphenyl)-3-methylbutyric acid (3.80 g, 18.0 mmol) in 15 mL of dichloromethane was treated with SOCl2 (1.98 mL, 27.1 mmol) at 0° C. After 30 minutes, a mixture of morpholine (2.36 mL, 27.1 mmol) and pyridine (4.4 mL, 54.2 mmol) in 10 mL of dichloromethane was added to the reaction mixture at 0° C. After an additional 90 minutes, 60 mL of 2 M aqueous HCl solution was added, phases were separated and the aqueous layer was extracted with three 50 mL portions of dichloromethane. The combined organic phases were dried over magnesium sulfate, filtered, and concentrated in vacuo to give 5.03 g of 3-(5-fluoro-2-methylphenyl)-3-methyl-1-morpholin-4-ylbutan-1-one as an oil, which was used without further purification (quantitative yield).

Provenance & Evidence