[1-(2-Oxoethyl)cyclopropyl]acetonitrile → [1-(2-Hydroxypropyl)cyclopropyl]acetonitrile
反応式
[O:1]=[CH:2][CH2:3][C:4]1([CH2:7][C:8]#[N:9])[CH2:6][CH2:5]1.[CH3:10][Mg]Cl>C1COCC1>[OH:1][CH:2]([CH3:10])[CH2:3][C:4]1([CH2:7][C:8]#[N:9])[CH2:6][CH2:5]1参加物
4
反応条件
- 温度
- 0 °C
実験手順
To a -5° C. solution of the aldehyde from Step 2 (3.00 g, 24.4 mmol) in 65 mL of THF was added methyl magnesium chloride (3.0M solution in THF, 9.5 mL, 29 mmol) and the reaction was stirred 2 h at 0° C. The reaction was quenched with 1M HCl and extracted with ethyl acetate. The organic extracts were washed with saturated NaHCO3 and brine and dried over MgSO4. Purification by flash chromatography (30% ethyl acetate/hexanes) provided 2.46 g of the title product.
後処理
- customThe reaction was quenched with 1M HCl
- extractionextracted with ethyl acetate
- washThe organic extracts were washed with saturated NaHCO3 and brine
- dry with materialdried over MgSO4
- customPurification by flash chromatography (30% ethyl acetate/hexanes)
出典と根拠
- ORDレコード
- ord-5da4e2b5dce24acb903d596e2e70d048
- 出典データセット
- uspto-grants-1997_02
- 特許番号
- US05604253
反応ノート
読み込み中…