C1(=O)[N:5]([CH2:6][CH2:7][CH2:8][O:9][C:10]2[CH:11]=[C:12]([CH2:18][OH:19])[CH:13]=[C:14]([CH2:16][OH:17])[CH:15]=2)C(=O)C2=CC=CC=C12.O.NN.[Cl:29][CH2:30][Cl:31]>C(O)C>[OH-:9].[NH4+:5].[CH3:8][OH:9].[Cl:29][CH2:30][Cl:31].[NH2:5][CH2:6][CH2:7][CH2:8][O:9][C:10]1[CH:11]=[C:12]([CH2:18][OH:19])[CH:13]=[C:14]([CH2:16][OH:17])[CH:15]=15-(3-Phthalimido-propyloxy)-1,3-bis-(hydroxymethyl)-benzene (1.45 g) was dissolved in a mixture of dichloromethane and ethanol (25 mL, 25:75). Hydrazine hydrate (0.62 mL) was added and the reaction mixture was refluxed for 1 h. The solvent was removed in vacuo and the residue dissolved in dichloromethane. The insoluble residue was filtered off and purified by silica gel chromatography (Merck SuperVarioPrep 70 g column, Si60 15-40 μm), eluted with methanol/dichloromethane, 20:80 then ammonium hydroxide/methanol/dichloromethane, 0.5:25:75 to give 1-(3-amino-propyloxy)-3,5-bis-(hydroxy-methyl)-benzene (1 g) suitable for further transformation.
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