4-Methylbenzaldehyde → (+/-)-3,3-Dimethyl-1-p-tolyl-butan-1-ol
反応式
[CH3:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.[CH2:10]([Mg]Cl)[C:11]([CH3:14])([CH3:13])[CH3:12]>C1COCC1.[NH4+].[Cl-]>[CH3:10][C:11]([CH3:14])([CH3:13])[CH2:12][CH:6]([C:5]1[CH:8]=[CH:9][C:2]([CH3:1])=[CH:3][CH:4]=1)[OH:7]参加物
5
反応条件
- 温度
- 0 °C
実験手順
To a stirred solution of 4-methylbenzaldehyde (1.51 g, 12.6 mmol) in THF (30 mL) at 0° C., add neopentyl magnesium chloride (33.0 mL, 16.34 mmol, 0.5-1M in ether) and continue stirring at 0° C. for 1 h. Dilute with saturated aqueous NH4Cl, extract three times with EtOAc, dry over anhydrous Na2SO4, and concentrate in vacuo. Purify by chromatography on silica gel eluting with hexane/EtOAc (95:5) to give the desired intermediate as a colorless oil (2.15 g, 89%).
後処理
- extractionextract three times with EtOAc
- dry with materialdry over anhydrous Na2SO4
- concentrationconcentrate in vacuo
- customPurify by chromatography on silica gel eluting with hexane/EtOAc (95:5)
出典と根拠
- ORDレコード
- ord-13f4548ed41b4119bba0c9467dcd5af9
- 出典データセット
- uspto-grants-2011_09
- 特許番号
- US08022062B2
反応ノート
読み込み中…