Formaldehyde → 6-hydroxy-7-(morpholinomethyl)benzofuran-3(2H)-one
Reaction equation
[OH:1][C:2]1[CH:11]=[CH:10][C:5]2[C:6](=[O:9])[CH2:7][O:8][C:4]=2[CH:3]=1.[NH:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1.[CH2:18]=O>C(O)C>[OH:1][C:2]1[CH:11]=[CH:10][C:5]2[C:6](=[O:9])[CH2:7][O:8][C:4]=2[C:3]=1[CH2:18][N:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 6-hydroxybenzofuran-3(2H)-one (1.50 g, 10.0 mmol) in ethanol (10 mL) was added with morpholine (0.871 g, 10.0 mmol), and 37% aqueous formaldehyde (0.812 g, 10.0 mmol) at room temperature. The mixture was stirred overnight at room temperature, and then the filtrate was concentrated. The resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate) to obtain the objective 6-hydroxy-7-(morpholinomethyl)benzofuran-3(2H)-one (0.987 g, 40%).