Реакция #590322

Уравнение реакции

4-fluorophenol

bromoacetaldehyde diethylacetal

potassium carbonate

→

title compound

1-(2,2-Diethoxyethoxy)-4-fluorobenzene

Растворители

dimethylformaldehyde

Условия реакции

Обработка

1. 1
   ФильтрацияThe reaction mixture was filtered through Celite
2. 2
   workup.ADDITIONthe filtrate was diluted with ethyl acetate
3. 3
   ПромывкаThe organic layer was sequentially washed with saturated aqueous ammonium chloride solution and brine
4. 4
   Сушкаdried over anhydrous magnesium sulfate
5. 5
   Другоеthe solvent was evaporated
6. 6
   ДругоеThe crude product was purified
7. 7
   Другоеseparated by silica gel column chromatography (ethyl acetate:n-hexane=0:10 to 1:20)

Методика

To a solution of 10.0 g of 4-fluorophenol and 16.1 ml of bromoacetaldehyde diethylacetal in 100 ml dimethylformaldehyde was added 18.5 g of potassium carbonate at room temperature, and the mixture was stirred at 120° C. for two days. The reaction mixture was filtered through Celite, and the filtrate was diluted with ethyl acetate. The organic layer was sequentially washed with saturated aqueous ammonium chloride solution and brine, dried over anhydrous magnesium sulfate and the solvent was evaporated. The crude product was purified and separated by silica gel column chromatography (ethyl acetate:n-hexane=0:10 to 1:20), to give 17.3 g of the title compound as a colorless oil.

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