Water → HCID 13704294, compound

Participants

Reaction Steps

To a solution of 3,4-dihydro-2,2-dimethyl-3,4-epoxy-6-formyl-2H-benzo[b]pyran (0.48 g, prepared using the method described in U.K. Pat. No. 1.511.187) and 2-pyrrolidone (0.20 g) in dry dimethyl sulphoxide (30 ml) was added sodium hydride (0.07 g, 80% dispersion in oil). After stirring at room temperature for 4 hours, water was added and the aqueous phase immediately extracted with ethyl acetate. The organic layer was washed with water and brine and dried over magnesium sulphate. Filtration, evaporation and chromatography (chromatotron, pentane-ethyl acetate gradient elution, 2 mm silica gel) gave a fraction (150 mgs) which was recrystallised to give the title compound as crystals (80 mgs) of m.p. 196°-197.5° C.

Provenance & Evidence