Reacción #43630

Ecuación de reacción

7-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)-2,3-dihydro-5(1H)-indolizinone

acetic acid

tetrabutylammonium fluoride

→

desired product

Rendimiento 80.3%

7-(hydroxymethyl)-2,3-dihydro-5(1H)-indolizinone

Rendimiento 80.3%

Disolventes

tetrahydrofuran

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrobefore being evaporated
2. 2
   OtroThe residue was chromatographed on silica eluting with 0-20% methanol in dichloromethane

Procedimiento

A solution of 7-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)-2,3-dihydro-5(1H)-indolizinone (3.93 g, 14.09 mmol) in tetrahydrofuran (100 ml) was treated with acetic acid (1.61 ml, 28.17 mmol) and tetrabutylammonium fluoride (1M in THF, 21 ml, 21.13 mmol) and stirred at room temperature for 1 h before being evaporated. The residue was chromatographed on silica eluting with 0-20% methanol in dichloromethane to give the desired product (1.87 g, 80%)

Fuente