[C:1]([O:4][CH2:5][C:6]1[O:10][C:9]([CH:11]=O)=[CH:8][CH:7]=1)(=[O:3])[CH3:2].[NH:13]1[CH2:18][CH2:17][O:16][CH2:15][CH2:14]1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>ClCCCl.ClCCl>[N:13]1([CH2:11][C:9]2[O:10][C:6]([CH2:5][O:4][C:1](=[O:3])[CH3:2])=[CH:7][CH:8]=2)[CH2:18][CH2:17][O:16][CH2:15][CH2:14]1Under nitrogen atmosphere, to a solution of 2.0 g of 5-acetoxymethyl-2-furanaldehyde and 1.1 mL of morpholine in 35 mL of 1,2-dichloroethane was added 4.0 g of sodium triacetoxy borohydride at room temperature, and stirred at this temperature for 3 hours. The reaction solution was diluted with dichloromethane, washed successively with saturated aqueous sodium hydrogen carbonate and saturated brine, and then dried over anhydrous magnesium sulfate. The solvent was evaporated, and the residue was purified and separated by silica gel column chromatography, to afford 2.3 g of the title compound as a colorless oil.
Loading…
