Реакция #164506

Уравнение реакции

2-hydroxyacetophenone

triethylamine

tert-butyldimethylsilyl chloride

→

title compound

Выход 70.7%

2-(tert-Butyl-dimethyl-silanyloxy)-1-phenyl-ethanone

Выход 70.7%

Растворители

dichloromethane

dichloromethane

dichloromethane

Условия реакции

Обработка

1. 1
   Промывкаwashed with 10% citric acid
2. 2
   Концентрированиеsaturate sodium carbonate, brine
3. 3
   Сушкаdried over magnesium sulfate
4. 4
   Фильтрацияfiltered
5. 5
   Концентрированиеconcentrated in vacuo
6. 6
   ДругоеThe residue is purified via silica gel chromatography (20% ethyl acetate in hexanes)

Методика

To a well stirred solution of 2-hydroxyacetophenone (1.0 g, 7.34 mmol) in dichloromethane (15 mL) is added triethylamine (1.23 mL, 8.81 mmol), 4-dimethylaminopyridine (45 mg, 0.367 mmol) and tert-butyldimethylsilyl chloride (1.16 g, 7.71 mmol) dissolved in dichloromethane (2 mL). The reaction mixture is stirred at room temperature for 1 h, then diluted with dichloromethane (50 mL), washed with 10% citric acid, saturate sodium carbonate, brine, dried over magnesium sulfate, filtered and concentrated in vacuo. The residue is purified via silica gel chromatography (20% ethyl acetate in hexanes) to yield the title compound as a yellow oil (1.3 g, 5.19 mmol).

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