[1-(2-Oxoethyl)cyclopropyl]acetonitrile → [1-(2-Hydroxypropyl)cyclopropyl]acetonitrile
반응식
[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]1참가 물질
4
반응 조건
- 온도
- 0 °C
실험 절차
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.
후처리
- 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)
출처 및 근거
- ORD 기록
- ord-a7bfc9dfccc74fdd926ebaabd6a5c5b2
- 출처 데이터셋
- uspto-grants-1997_06
- 특허 번호
- US05639780
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