Tetrahydrofuran → 1-(4-bromo-1H-pyrazol-1-yl)-2-methylbut-3-en-2-ol
反応式
[Br:1][C:2]1[CH:3]=[N:4][N:5]([CH2:7]C(=O)C)[CH:6]=1.[CH:11]([Mg]Br)=C.[CH2:15]1C[O:18][CH2:17][CH2:16]1>CCOC(C)=O>[Br:1][C:2]1[CH:3]=[N:4][N:5]([CH2:7][C:17]([CH3:11])([OH:18])[CH:16]=[CH2:15])[CH:6]=1参加物
5
実験手順
To a cooled (0° C.) solution of 1-(4-bromo-1H-pyrazol-1-yl)propan-2-one (660 mg, 3.25 mmol) in THF (1 mL) was added vinyl magnesium bromide (1M in THF, 3.9 mL, 3.9 mmol) dropwise over 5 min. The resulting mixture was stirred for 1 h, diluted with 0.5 M HClaq and EtOAc and the layers separated. The organic phase was dried with MgSO4, filtered and concentrated in vacuo, then the crude residue was absorbed on silica gel and purified by column chromatography (0 to 100% EtOAc/Hex) to afford 1-(4-bromo-1H-pyrazol-1-yl)-2-methylbut-3-en-2-ol, MS ESI calcd. for C8H12BrN2O [M+H]+ 231. found 231.
後処理
- customthe layers separated
- dry with materialThe organic phase was dried with MgSO4
- filtrationfiltered
- concentrationconcentrated in vacuo
- customthe crude residue was absorbed on silica gel
- custompurified by column chromatography (0 to 100% EtOAc/Hex)
出典と根拠
- ORDレコード
- ord-dd5d698d5e2040c79378fda9dc25728b
- 出典データセット
- uspto-grants-2016_01
- 特許番号
- US09242984B2
反応ノート
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