反应详情

m-Nitrobenzaldehyde (1.8 g) was added to a suspension of α-(aminomethyl)-3,4-dimethoxybenzyl alcohol hydrochloride in 25 ml methanol, triethylamine (2.8 ml) was further added dropwise at room temperature with stirring, and the resulting solution was heated under reflux for 30 minutes. After cooling, sodium borohydride (1.45 g) was added in small portions with stirring under ice cooling, and the mixture was stirred at room temperature for one hour and concentrated. The residue was treated with chloroform and water, and the chloroform layer was collected, washed with water and dried over anhydrous sodium sulfate. The solvent was distilled off, and the residue was recrystallized from ether/n-hexane, affording 3.3 g of pure α-[(3-nitrobenzylamino)methyl]-3,4-dimethoxybenzyl alcohol, m.p. 105°-107° C.

1. additionwas further added dropwise at room temperature
2. temperaturethe resulting solution was heated
3. temperatureunder reflux for 30 minutes
4. temperatureAfter cooling
5. stirringwith stirring under ice cooling
6. stirringthe mixture was stirred at room temperature for one hour
7. concentrationconcentrated
8. additionThe residue was treated with chloroform and water
9. customthe chloroform layer was collected
10. washwashed with water
11. dry with materialdried over anhydrous sodium sulfate
12. distillationThe solvent was distilled off
13. customthe residue was recrystallized from ether/n-hexane