Réaction #43630

Équation de réaction

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

acetic acid

tetrabutylammonium fluoride

→

desired product

Rendement 80.3%

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

Rendement 80.3%

Solvants

tetrahydrofuran

Conditions de réaction

Traitement

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

Mode opératoire

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%)

Source