반응 #64857

반응 방정식

Dihydropyran

2-butene-1,4-diol

pyridinium paratoluenesulfonate

→

title compound

CIS-4-TETRAHYDROPYRANYLOXY-2-BUTENE-1-OL

용매

dichloromethane tetrahydrofuran

반응 조건

후처리

1. 1
   농축then concentrated in vacuo
2. 2
   기타The residue was purified by flash chromatography on silica gel (ethyl acetate:hexane 3:7)

실험 절차

Dihydropyran (9.1 ml, 100 mmol) was added dropwise to a cooled (0° C.) solution of 2-butene-1,4-diol (8.8 g, 10 mmol) and pyridinium paratoluenesulfonate (0.25 g, 10 mmol) in anhydrous dichloromethane:tetrahydrofuran (2:1). The mixture was stirred two days at 0° C. then concentrated in vacuo. The residue was purified by flash chromatography on silica gel (ethyl acetate:hexane 3:7) to give 8.3 g of the title compound (49%).

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