Reaktion #43630

Reaktionsgleichung

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

acetic acid

tetrabutylammonium fluoride

→

desired product

Ausbeute 80.3%

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

Ausbeute 80.3%

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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%)

Quelle