Reacción #65089

Ecuación de reacción

2-(5-tetrahydropyranyloxy-3-pentyl)cyclopropylmethyl t-butyldimethylsilyl ether

tetrahydrofuran

tetrabutyl ammonium fluoride

→

2-(5-tetrahydropyranyloxy-3-pentynyl)cyclopropanemethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.DISTILLATIONThe solvent was distilled off
2. 2
   Otrothe product was purified by silica gel column chromatography

Procedimiento

The 2-(5-tetrahydropyranyloxy-3-pentyl)cyclopropylmethyl t-butyldimethylsilyl ether (3 g, 10 mmol) was dissolved in tetrahydrofuran (10 ml), and tetrabutyl ammonium fluoride (factor=1.0, 12 ml, 12 mmol) was added at 0° C. The mixture was stirred for 30 minutes. The solvent was distilled off, and the product was purified by silica gel column chromatography to obtain 2-(5-tetrahydropyranyloxy-3-pentynyl)cyclopropanemethanol (1.2 g)

Fuente