反应详情

In a 250 mL round-bottomed flask, (3-(dimethylamino)phenyl)methanol (1 g) and paraformaldehyde (2.5 g) were added to acetic acid (150 mL) to give a suspension. Sodium cyanoborohydride (2.6 g) was added slowly. The mixture was stirred at room temperature overnight. After concentration of the solvent, water and ethyl acetate (1:1, 100 mL) were added. After separation, the aqueous layer was extracted by ethyl acetate (2×20 mL). The combined organic layers were washed with water (3×50 mL), saturated aqueous NaHCO3 (2×30 mL), and dried over Na2SO4. After filtration and concentration, the residue was taken up into CH2Cl2 and the product was purified by flash chromatography (Varian, Superflash SF40-80 g column), eluting with 0-20% methanol/dichloromethane, to provide the title compound.

1. customto give a suspension
2. customAfter separation
3. extractionthe aqueous layer was extracted by ethyl acetate (2×20 mL)
4. washThe combined organic layers were washed with water (3×50 mL), saturated aqueous NaHCO3 (2×30 mL)
5. dry with materialdried over Na2SO4
6. filtrationAfter filtration and concentration
7. customthe product was purified by flash chromatography (Varian, Superflash SF40-80 g column)
8. washeluting with 0-20% methanol/dichloromethane