[CH2:1]([O:8][C:9]1[CH:24]=[CH:23][CH:22]=[CH:21][C:10]=1[C:11]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[O:19][CH3:20])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.[NH2:26][NH2:27].O>C(O)CCC.O1CCCC1>[CH2:1]([O:8][C:9]1[CH:24]=[CH:23][CH:22]=[CH:21][C:10]=1[C:11](=[N:26][NH2:27])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[O:19][CH3:20])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1A stirred suspension 2-benzyloxy-2′-methoxybenzophenone (13) (7.98 g, 0.025 mol) in hydrazine monohydrate (16 mL, 0.328 mol) and 1-butanol (25 mL) was heated to reflux overnight. After cooling to room temperature, the reaction mixture was poured into water saturated with salt and diluted with tetrahydrofuran. The organic phase which forms was separated, washed with water, saturated salt, and evaporated to dryness by rotary evaporation followed by application of high vacuum and mild heating. The resulting oil, 2-benzyloxy-2′-methoxybenzophenone hydrazone (14), which sometimes solidifies, still contains n-butanol and was used without further purification.
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