反应详情

Sixty % sodium hydride in oil (6.80 g) is suspended in N,N-dimethylacetamide (80 ml) and a solution of 2-(benzyloxy)ethanol (12.9 g) in N,N-dimethylacetamide (50 ml) is added dropwise to the mixture over 10 minutes under ice-cooling. After stirring at room temperature for 15 minutes, the reaction solution is cooled with ice, and thereto is added chloroacetic acid (8.13 g) in small portions. The mixture is then stirred at room temperature for 11 hours. The reaction solution is concentrated under reduced pressure, and to the resulting residue is added aqueous sodium hydrogen carbonate solution and the mixture is washed with diethyl ether. The aqueous layer is acidified with conc. hydrochloric acid, and then extracted with ethyl acetate. The organic layer is washed with saturated brine, dried over sodium sulfate and evaporated to remove solvent under reduced pressure to give [2-(benzyloxy)ethoxy]acetic acid (18.24 g).

1. temperaturecooling
2. temperaturethe reaction solution is cooled with ice
3. stirringThe mixture is then stirred at room temperature for 11 hours
4. concentrationThe reaction solution is concentrated under reduced pressure
5. additionto the resulting residue is added aqueous sodium hydrogen carbonate solution
6. washthe mixture is washed with diethyl ether
7. extractionextracted with ethyl acetate
8. washThe organic layer is washed with saturated brine
9. dry with materialdried over sodium sulfate
10. customevaporated
11. customto remove solvent under reduced pressure