反应详情

温度

140 °C

2.37 Grams of 3-bromo-4-fluorobenzyl 2,2-dimethyl-2-(4-ethoxyphenyl)ethyl ether, 0.95 g of potassium carbonate, 1.01 g of acetanilide, 10 ml of dimethylformamide and 250 mg of cuprous chloride were mixed and stirred at 140° C. for 40 hours in a nitrogen stream. The reaction mixture was poured into ice water and extracted with ethyl acetate. The ethyl acetate layer was washed with an aqueous sodium chloride liquor, and after removing the solvent by evaporation, the residual oil was dissolved in a 20% ethanol solution of potassium hydroxide (2 times by mole) and refluxed for 30 minutes. The reaction solution was then poured into ice water and extracted with ether. The ether layer was washed with an aqueous sodium chloride liquor and dried over anhydrous magnesium sulfate, and the solvent was removed by evaporation. The residual oil was separation-purified by column chromatography on silica gel to obtain 1.05 g of 3-anilino-4-fluorobenzyl 2,2-dimethyl-2-(4-ethoxyphenyl)ethyl ether.

1. extractionextracted with ethyl acetate
2. washThe ethyl acetate layer was washed with an aqueous sodium chloride liquor
3. customafter removing the solvent
4. customby evaporation
5. dissolutionthe residual oil was dissolved in a 20% ethanol solution of potassium hydroxide (2 times by mole)
6. temperaturerefluxed for 30 minutes
7. additionThe reaction solution was then poured into ice water
8. extractionextracted with ether
9. washThe ether layer was washed with an aqueous sodium chloride liquor
10. dry with materialdried over anhydrous magnesium sulfate
11. customthe solvent was removed by evaporation
12. customThe residual oil was separation-purified by column chromatography on silica gel