تفاعل #590322

معادلة التفاعل

4-fluorophenol

bromoacetaldehyde diethylacetal

potassium carbonate

→

title compound

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

المذيبات

dimethylformaldehyde

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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.

المصدر