Hydrochloric Acid → 3,5-Bis(2-tetrahydropyranyloxy)styrene

Participants

Reaction Conditions

Reaction Steps

0.5 ml of concentrated hydrochloric acid is added to 80 g (587 mmol) of 3,5-dihydroxystyrene in 300 g of dihydropyran and the reaction mixture is stirred for 2 h at 40° C. The mixture is then poured into ice-water and extracted twice with ether. The organic phase is washed three times at 0° C. with 1N NaOH, dried, and concentrated by evaporation. The residue is purified by column chromatography (silica gel, hexane/ethyl acetate 4:1), giving 110 g (62%) of a viscous liquid.

Provenance & Evidence