2-Methoxy-1-naphthaldehyde → HCID 69364316, compound

Participants

Reaction Steps

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.

Provenance & Evidence