[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]#[C:11][CH2:12][CH2:13][OH:14])=[C:6]([C:15]([F:18])([F:17])[F:16])[CH:5]=1)([O-])=O>CO.[C].[Pd]>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][CH2:12][CH2:13][OH:14])=[C:6]([C:15]([F:16])([F:17])[F:18])[CH:5]=14-(4-Nitro-2-(trifluoromethyl)phenyl)but-3-yn-1-ol (156 mg, 0.60 mmol) was dissolved in methanol (2 mL), and palladium carbon (10%, 30 mg) was added thereto. The resulting mixture was stirred under hydrogen atmosphere at room temperature for 4 hours. The catalyst was removed by filtration, and the filtrate was concentrated under reduced pressure to give 4-(4-amino-2-(trifluoromethyl)phenyl)butan-1-ol (220 mg, quantitative) as a yellow oil.
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