Реакция #43630

Уравнение реакции

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

acetic acid

tetrabutylammonium fluoride

→

desired product

Выход 80.3%

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

Выход 80.3%

Растворители

tetrahydrofuran

Условия реакции

Обработка

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

Методика

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%)

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