反应详情

To a solution of 0.559 g (3 mmol) 2-methoxynaphthaldehyde and 0.436 g (3 mmol) 3-aminopropionic acid tert-butyl ester in 6 ml of dichloromethane magnesium sulphate was added and the mixture was shaken for 18 h at room temperature. Magnesium sulphate was separated from the reaction mixture and washed two times with dichloromethane. After evaporating the combined organic layers the residue was re-dissolved in methanol. To the stirred and cooled (0° C.) solution 227 mg (6 mmol) sodium borohydride was added in small portions. Stirring was continued for 1 h at 0° C. Methanol was evaporated, water (50 ml) was added and the mixture was extracted three times with ethyl acetate. The combined organic layers were dried (MgSO4) and concentrated under reduced pressure. The residue was purified by column chromatography (SiO2, petrolether/ether=1:1) to yield 297 mg (31%) of the title compound.

1. customMagnesium sulphate was separated from the reaction mixture
2. washwashed two times with dichloromethane
3. customAfter evaporating the combined organic layers the residue
4. dissolutionwas re-dissolved in methanol
5. stirringTo the stirred
6. additionwas added in small portions
7. stirringStirring
8. waitwas continued for 1 h at 0° C
9. customMethanol was evaporated
10. additionwater (50 ml) was added
11. extractionthe mixture was extracted three times with ethyl acetate
12. dry with materialThe combined organic layers were dried (MgSO4)
13. concentrationconcentrated under reduced pressure
14. customThe residue was purified by column chromatography (SiO2, petrolether/ether=1:1)