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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 1375635생성일: 2026년 10월 25일

Cyanoacetic acid → 3-(5-Methyl-3-phenyl-isoxazol-4-yl)-3-oxo-propionitrile

https://huagongshe.com/reaction/1375635

반응식

참여 물질

역할이름HCID투입량
반응물Cyanoacetic acidHCID 9740—
반응물5-Methyl-3-phenylisoxazole-4-carbonyl chlorideHCID 85624—
반응물ButyllithiumHCID 178418339—
용매TetrahydrofuranHCID 8028—
생성물3-(5-Methyl-3-phenyl-isoxazol-4-yl)-3-oxo-propionitrileHCID 2343564067.5%

반응 조건

온도0 °C

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

DOI10.6084/m9.figshare.5104873.v1
특허 번호US07169798B2
출처 데이터셋uspto-grants-2007_01
ORD IDord-d2865e64d83f417fb97990ff871f68be
출처 메모uspto-grants-2007_01