Реакция #418007

Уравнение реакции

water

N-ethyl-2-(4-trimethylsilanylethynyl-phenyl)-propionamide

tetra-n-butyl-ammonium fluoride

→

desired product

N-Ethyl-2-(4-ethynyl-phenyl)-propionamide

Растворители

THF

Условия реакции

Обработка

1. 1
   Экстракцияthe mixture is extracted with EtOAc twice
2. 2
   ПромывкаThe combined organic layers are washed with brine
3. 3
   Сушкаdried over sodium sulphate
4. 4
   ДругоеThe solvent is evaporated
5. 5
   Другоеthe residue is purified by column chromatography (silicia gel; EtOAc/heptane, gradient 50% to 80%)

Методика

To 9.73 g (35.6 mmol) N-ethyl-2-(4-trimethylsilanylethynyl-phenyl)-propionamide (XVI.1) in 400 mL THF, an aqueous solution of 24.81 g (71.2 mmol) tetra-n-butyl-ammonium fluoride (75%) is added. The mixture is stirred at rt for 45 min. After that time, water is added and the mixture is extracted with EtOAc twice. The combined organic layers are washed with brine and dried over sodium sulphate. The solvent is evaporated and the residue is purified by column chromatography (silicia gel; EtOAc/heptane, gradient 50% to 80%) to yield the desired product.

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