Propargyl alcohol → Ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate
반응식
[CH2:1]([OH:4])[C:2]#[CH:3].[N+:5]([CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])([O-])=[O:6].C1N2CCN(CC2)C1>C(O)C>[OH:4][CH2:1][C:2]1[O:6][N:5]=[C:8]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:3]=1참가 물질
5
반응 조건
- 온도
- 80 °C
실험 절차
To a mixture of propargyl alcohol (1.0 mL; 16.76 mmol) and ethyl 2-nitroacetate (3.79 mL; 33.52 mmol) in ethanol (23.5 mL) in an Ace pressure tube was added 1,4-diazobicyclo[2.2.2]octane (DABCO, 0.194 g; 1.68 mmol). The tube was heated at 80° C. for 72 h. After cooling, the mixture was evaporated to dryness and the residue was purified by flash chromatography on silica gel (eluent: 0 to 6% methanol in dichloromethane) to yield 2.32 g (81%) of ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate as an oil.
후처리
- temperatureAfter cooling
- customthe mixture was evaporated to dryness
- customthe residue was purified by flash chromatography on silica gel (eluent: 0 to 6% methanol in dichloromethane)
출처 및 근거
- ORD 기록
- ord-2f958587927640de86d953d3ffdfc723
- 출처 데이터셋
- uspto-grants-2016_09
- 특허 번호
- US09434722B2
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