[ClH:1].C([O:9][C:10]1[CH:11]=[CH:12][C:13]([C@@H:21]([OH:35])[CH2:22][NH:23][C@H:24]([CH3:34])[CH2:25][C:26]2[CH:31]=[CH:30][C:29]([O:32][CH3:33])=[CH:28][CH:27]=2)=[C:14]2[C:19]=1[NH:18][C:17](=[O:20])[CH:16]=[CH:15]2)C1C=CC=CC=1.O1CCCC1>[Pd].O>[ClH:1].[OH:9][C:10]1[CH:11]=[CH:12][C:13]([C@@H:21]([OH:35])[CH2:22][NH:23][C@H:24]([CH3:34])[CH2:25][C:26]2[CH:27]=[CH:28][C:29]([O:32][CH3:33])=[CH:30][CH:31]=2)=[C:14]2[C:19]=1[NH:18][C:17](=[O:20])[CH:16]=[CH:15]2A mixture of 3.5 g of 8-benzyloxy-5-{(1R)-1-hydroxy-2-[N-((1R)-2-(p-methoxyphenyl)-1-methylethyl)amino]ethyl}carbostyril hydrochloride, 240 mg of 10% palladium-charcoal, 100 ml of tetrahydrofuran and 10 ml of water is shaken at room temperature at an atmospheric pressure under a hydrogen atmosphere for 2 hours. Insoluble materials are collected by filtration and washed with an aqueous 10% ethanol solution. The filtrate and washings are combined, and the combined solution is concentrated under reduced pressure to remove solvent. The residue is crystallized with a mixture of ethanol, water and isopropyl ether, and crystalline precipitates are collected by filtration. 2.38 g of 8-hydroxy-5-{(1R)-1-hydroxy-2-[N-((1R)-2-(p-methoxyphenyl)-1-methylethyl)amino]ethyl}carbostyril hydrochloride are obtained as colorless crystals. Yield: 83%
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