Epichlorohydrin → HCID 13565336, compound

Participants

Reaction Steps

To a stirred solution of NaOH (4.0 g. 0.1 mol) in dimethylsulfoxide (DMSO) (250 ml) and water (250 ml), was added 7,8,9,10-tetrahydro-1-hydroxy-3-methyl-6-oxo-6H-dibenzo[b,d]pyran (20.0 g. 0.087 mol) and the mixture stirred for 5 minutes, then treated with epichlorohydrin (50 ml). After 5 hours the mixture was cooled in a ice bath for 30 minutes and the precipitated solid collected by filtration, washed with water and dried to give 7,8,9,10-tetrahydro-3-methyl-1-(oxiranylmethoxy)-6-oxo-6H-dibenzo[b,d]pyran as a white solid, m.p. 164°-165° C. An analytical sample recrystallized from methanol melted at 165°-166° C.

Provenance & Evidence