[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:16]=[C:17]([C:20](OCC)=[O:21])[NH:18][N:19]=2)=[CH:11][CH:10]=1.[OH-].[Na+]>O1CCCC1>[CH3:7][O:8][C:9]1[CH:10]=[CH:11][C:12]([C:15]2[CH:16]=[C:17]([CH2:20][OH:21])[NH:18][N:19]=2)=[CH:13][CH:14]=1With cooling with ice, 890 mg (18.8 mmol) of lithium aluminium hydride was added to a tetrahydrofuran solution (30 ml) of 2.31 g (9.4 mmol) of the obtained ethyl 5-(4-methoxyphenyl)-2H-pyrazole-3-carboxylate, and the reaction liquid was stirred for 1 hour with cooling with ice. Aqueous 2 N sodium hydroxide solution was added to the reaction liquid, extracted with ethyl acetate, and the organic layer was washed with saturated saline water. This was dried with anhydrous sodium sulfate, and concentrated under reduced pressure to obtain 1.67 g (yield: 87%) of [5-(4-methoxyphenyl)-2H-pyrazol-3-yl]-methanol as a white solid.
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