反应详情

5-Benzyloxyvaleric acid (87.97 g), (R)-4-benzyl-2-oxazolidinone (74.8 g) and chloroform (880 mL) were mixed. To the mixture were added 4-dimethylaminopyridine (51.5 g) and WSC.HCl (85 g). The mixture was stirred at RT for 2.5 hr. The reaction mixture was concentrated in vacuo. To the resultant residue was added ethyl acetate (360 mL). To the mixture were added 2 N hydrochloric acid (211 mL) and water (100 mL), and the mixture was extracted with ethyl acetate (180 mL). The organic layer was washed with 2 N hydrochloric acid (105 mL), water (90 mL), saturated aqueous sodium bicarbonate (90 mL×2) and brine (90 mL), then dried over magnesium sulfate. The magnesium sulfate was filtered off and the filtrate was concentrated in vacuo to give the title compound (148 g) as a crude product.

1. concentrationThe reaction mixture was concentrated in vacuo
2. additionTo the resultant residue was added ethyl acetate (360 mL)
3. additionTo the mixture were added 2 N hydrochloric acid (211 mL) and water (100 mL)
4. extractionthe mixture was extracted with ethyl acetate (180 mL)
5. washThe organic layer was washed with 2 N hydrochloric acid (105 mL), water (90 mL), saturated aqueous sodium bicarbonate (90 mL×2) and brine (90 mL)
6. dry with materialdried over magnesium sulfate
7. filtrationThe magnesium sulfate was filtered off
8. concentrationthe filtrate was concentrated in vacuo