[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[CH2:7]=O.[OH:9][C:10]1[C:17]([OH:18])=[C:16]([OH:19])[CH:15]=[CH:14][C:11]=1[CH:12]=[O:13]>C(O)C>[OH:9][C:10]1[C:17]([OH:18])=[C:16]([OH:19])[C:15]([CH2:7][N:1]2[CH2:6][CH2:5][O:4][CH2:3][CH2:2]2)=[CH:14][C:11]=1[CH:12]=[O:13]20.9 g (0.24 mol) of morpholine were added to 19.2 g (0.24 mol) of a 37% aqueous formaldehyde solution in 140 ml of ethanol. Then 25.0 g (0.16 mol) of 2,3,4-trihydroxybenzaldehyde were added thereto. The reaction mixture was refluxed for one hour, developing a dark brown color. After cooling, a beige-brown solid precipitated out, which was filtered out and dried.
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