Acetone → 1-(Pyridin-2-yl)butane-1,3-dione

Participants

Reaction Conditions

Reaction Steps

A sodium methoxide solution (28% in methanol) was added dropwise to a mixture of 10 g (73 mmol) of methyl picolinate and 25 ml (124 mmol) of acetone in 150 ml of tetrahydrofuran. The mixture was stirred at 20° C. for 3 hours and the solvent was removed under reduced pressure. The residue was taken up in water, acidified with 2-molar aqueous hydrochloric acid and extracted with dichloromethane. Drying of the combined organic phases and removal of the solvent under reduced pressure gave 7.940 g of product (60% of theory).

Provenance & Evidence