[Br:1][C:2]1[CH:23]=[CH:22][C:5]([C:6]([N:8]2[CH2:13][CH2:12][C:11]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3O)([OH:14])[CH2:10][CH2:9]2)=[O:7])=[CH:4][CH:3]=1.C(=O)([O-])[O-:25].[K+].[K+].O.[CH2:31]([O:33][C:34](=[O:39])[C:35](Br)([CH3:37])[CH3:36])[CH3:32]>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([N:8]2[CH2:13][CH2:12][C:11]([C:15]3[CH:16]=[C:17]([CH:18]=[CH:19][CH:20]=3)[O:25][C:35]([CH3:37])([CH3:36])[C:34]([O:33][CH2:31][CH3:32])=[O:39])([OH:14])[CH2:10][CH2:9]2)=[O:7])=[CH:22][CH:23]=1801 mg of {1-(4-bromobenzoyl)-4-(2-hydroxyphenyl)-4-hydroxypiperidine was stirred for 9 hours at the ambient temperature of 100° C. in the presence of 1.20 g (8.68 mmol) of potassium carbonate in 4.00 g (20.5 ml) of ethylα-bromoisobutyrate. After completion of the reaction, The reaction mixture was cooled, and water was added thereto, followed by extraction with chloroform. Subsequently, the extract was dried over anhydrous sodium sulfate. Chloroform and the remained ethyl α-bromoisobutyrate was distilled off under reduced pressure to obtain 902 mg (86.4%) of ethyl 3-{1-(4-bromobenzoyl)-4-hydroxypiperidin-4-yl}α,α-dimethylphenoxyacetate.
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