참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Cyanoacetic acid | HCID 9740 | — |
| 반응물 | 5-Methyl-3-phenylisoxazole-4-carbonyl chloride | HCID 85624 | — |
| 반응물 | Butyllithium | HCID 178418339 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | 3-(5-Methyl-3-phenyl-isoxazol-4-yl)-3-oxo-propionitrile | HCID 23435640 | 67.5% |
반응 단계
To cyanoacetic acid (0.43 g, 5.12 mmol) in THF at −78° C., containing one crystal of 1,1′-bipyridyl was added n-butyl lithium (6.4 mL, 10.24 mmol). The temperature was allowed to warm to 0° C. resulting in a pink colored solution. After cooling to −78° C., 5-Methyl-3-phenyl-isoxazole-4-carbonyl chloride (0.567 g, 2.56 mmol) in THF (5 mL) was added dropwise. The mixture was stirred at −78° C. for 1 hr. and at ambient temperature for an addition 1 hr. The reaction was quenched with 1N HCl (13 mL0 and extracted twice with CH2Cl2. Combined extracts were washed with saturated NaHCO3, brine, dried over MgSO4 to give the title compound (0.391 g, 67% yield).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US07169798B2 |
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| 출처 데이터셋 | uspto-grants-2007_01 |
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| ORD ID | ord-d2865e64d83f417fb97990ff871f68be |
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| 출처 메모 | uspto-grants-2007_01 |
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