反応式
[BH4-].[Na+].[CH3:3][C:4]1[C:8]([CH2:9][O:10][C:11]2[CH:18]=[CH:17][C:14]([CH:15]=[O:16])=[CH:13][CH:12]=2)=[CH:7][N:6]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=2)[N:5]=1.CO>O1CCCC1>[CH3:3][C:4]1[C:8]([CH2:9][O:10][C:11]2[CH:12]=[CH:13][C:14]([CH2:15][OH:16])=[CH:17][CH:18]=2)=[CH:7][N:6]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=2)[N:5]=1参加物
実験手順
Sodium borohydride (0.25 g) was added to a mixture of 4-[3-methyl-1-(2-pyridyl)-1H-pyrazol-4-ylmethoxy]benzaldehyde (3.50 g), methanol (5 ml), and tetrahydrofuran (25 ml) at 0° C., and the mixture was stirred at room temperature for 30 minutes. After the reaction mixture was concentrated under reduced pressure, diluted hydrochloric acid was added to the residue, which was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated aqueous sodium chloride solution, dried (MgSO4), and then concentrated. The residue was subjected to silica gel column chromatography, and 4-[3-methyl-1-(2-pyridyl)-1H-pyrazol-4-ylmethoxy]benzyl alcohol (3.41 g, yield: 97%) was obtained as colorless crystals from the fraction eluted with ethyl acetate-hexane (1:2, volume ratio). This was recrystallized from ethyl acetate-hexane. Melting point: 83–84° C.
後処理
- concentrationAfter the reaction mixture was concentrated under reduced pressure, diluted hydrochloric acid
- additionwas added to the residue, which
- extractionwas extracted with ethyl acetate
- washThe ethyl acetate layer was washed with saturated aqueous sodium chloride solution
- dry with materialdried (MgSO4)
- concentrationconcentrated
出典と根拠
- ORDレコード
- ord-3dee084311c94e8d8756eeae0050d7b1
- 出典データセット
- uspto-grants-2007_02
- 特許番号
- US07179823B1
関連ノート
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