Pyridine → HCID 14180578, compound

Participants

Reaction Steps

A supension of 6-chloro-2,3-ethylenedioxy-1,4-naphthoquinone (2 g) in tetrahydrofuran was hydrogenated at 1 atm over 10% palladium-on-carbon (0.5 g). When the solution was colorless, a solution of acetic anhydride (4 g), pyridine (3.16 g) and 4-dimethylaminopyridine (0.2 g) in tetrahydrofuran (25 mL) was added. After 1 hour, the solution was filtered and evaporated, and the resdiue was dissolved in dichloromethane. The organic layer was washed with 1 M hydrcholoric acid and brine and then dried. The dried layer was filtered and evaported. Crystallization from ether gave 1.20 g of 6-chloro-2,3-ethylenedioxy-1,4-diacetyloxynaphthlene, mp 179°-180° C.

Provenance & Evidence