C([O:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]2[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]2)=[CH:11][C:10]=1[Cl:21])C1C=CC=CC=1.Cl>C(O)(=O)C>[ClH:21].[Cl:21][C:10]1[CH:11]=[C:12]([N:15]2[CH2:16][CH2:17][NH:18][CH2:19][CH2:20]2)[CH:13]=[CH:14][C:9]=1[OH:8]To 1-(4-benzyloxy-3-chlorophenyl)piperazine (4.739 g), acetic acid (20 mL) and conc. hydrochloric acid (10 mL) were added, followed by 1.5 hours' heating under reflux. The reaction liquid was let stand to cool off, and from which the solvent was distilled off by heating under reduced pressure. The crude product was suspended in tetrahydrofuran, recovered by filtration, washed with tetrahydrofuran and dried by heating under reduced pressure to provide 2-chloro-4-(piperazin-1-yl)phenol hydrochloride (4.050 g).
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