Potassium Carbonate → 5-(2,2-Diethoxyethoxy)-2,3-dihydro-1,4-benzodioxin

Participants

Reaction Conditions

Reaction Steps

A mixture of 2,3-dihydro-5-hydroxy-1,4-benzodioxin (0.13 mol), 2-bromo- 1,1-diethoxyethane (0.13 mol) and potassium carbonate (0.13 mol) in N,N-dimethyl- acetamide (250 ml) was stirred overnight at 140° C. The solvent was evaporated. The residue was partitioned between 1,1'-oxybisethane and water. The organic layer was separated, washed with a saturated NaCl solution, dried (MgSO4), filtered and the solvent was evaporated. The residual oil was crystallized from 2,2'-oxybispropane. The precipitate was filtered off and dried, yielding 21 g (60.2%) 5-(2,2diethoxyethoxy)-2,3- dihydro-1,4-benzodioxin; mp. 73.1° C. (interm.11).

Provenance & Evidence