反应详情

2-(Benzyloxy)ethanol (0.75 ml) is dissolved in N,N-dimethylformamide (3 ml), and added dropwise to a solution of sodium hydride (400 mg) in N,N-dimethylformamide under ice-cooling. The mixture is stirred for 40 minutes. To the reaction solution is added chloroacetic acid (500 mg) under ice-cooling, and the mixture is stirred at room temperature for 1 day. To the reaction solution is added ice-water, and the mixture is extracted with ethyl acetate. To the aqueous layer is added 6N HCl, and the solution is adjusted to pH 2 and extracted with ethyl acetate. The organic layer is washed with saturated brine and dried over magnesium sulfate, then concentrated under reduced pressure to give 2-(benzyloxy)ethoxy acetic acid (895 mg). MS (m/z): 211 [M+H]+.

1. temperaturecooling
2. temperaturecooling
3. stirringthe mixture is stirred at room temperature for 1 day
4. extractionthe mixture is extracted with ethyl acetate
5. additionTo the aqueous layer is added 6N HCl
6. extractionextracted with ethyl acetate
7. washThe organic layer is washed with saturated brine
8. dry with materialdried over magnesium sulfate
9. concentrationconcentrated under reduced pressure