反应详情

温度

80 °C

To [(3-chloro-5-methylphenyl)]acetonitrile (0.38 g; 2.29 mmol) were added 2N aqueous sodium hydroxide solution (2.1 ml) and ethanol (5 ml). The mixture was stirred at 80° C. for 1 hour. The reaction solution was concentrated under reduced pressure. To the residue were added water and 2N-aqueous HCl to become neutral. Ethyl acetate was added thereto and extracted. The organic layer was washed with brine, dried over anhydrous sodium sulphate, and evaporated under reduced pressure to give colorless crystal. Concentrated sulfuric acid (0.02 ml) and ethanol (2 ml) were added thereto, and the mixture was refluxed for 5 hours. The reaction solution was concentrated under reduced pressure. To the residue were added water and 2N-aqueous sodium hydroxide solution to become neutral. Ethyl acetate was added thereto and extracted. The organic layer was washed with brine, dried over anhydrous sodium sulphate, and evaporated under reduced pressure. The residue was purified by column chromatograph on silica gel (hexane:ethyl acetate=6:1) to give 3-chloro-5-methylphenylethyl acetate as colorless oil (0.31 g; 63%).

1. concentrationThe reaction solution was concentrated under reduced pressure
2. additionTo the residue were added water and 2N-aqueous HCl
3. additionEthyl acetate was added
4. extractionextracted
5. washThe organic layer was washed with brine
6. dry with materialdried over anhydrous sodium sulphate
7. customevaporated under reduced pressure
8. customto give colorless crystal
9. temperaturethe mixture was refluxed for 5 hours
10. concentrationThe reaction solution was concentrated under reduced pressure
11. additionTo the residue were added water and 2N-aqueous sodium hydroxide solution
12. additionEthyl acetate was added
13. extractionextracted
14. washThe organic layer was washed with brine
15. dry with materialdried over anhydrous sodium sulphate
16. customevaporated under reduced pressure
17. customThe residue was purified by column chromatograph on silica gel (hexane:ethyl acetate=6:1)