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(E)-Ethyl 3-(2-amino-5-(trifluoromethyl)phenyl)acrylate → 6-(Trifluoromethyl)quinolin-2(1H)-one

HRID 2098130
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인쇄 미리보기

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HRID 2098130 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1/[CH:12]=[CH:13]/[C:14]([O:16]CC)=O>Cl.O1CCOCC1>[F:9][C:8]([F:11])([F:10])[C:5]1[CH:4]=[C:3]2[C:2](=[CH:7][CH:6]=1)[NH:1][C:14](=[O:16])[CH:13]=[CH:12]2
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 86649426(E)-Ethyl 3-(2-amino-5-(trifluoromethyl)phenyl)acrylate

생성물 1

HCID 337462666-(Trifluoromethyl)quinolin-2(1H)-one

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매2회HCID 312751,4-Dioxane용매

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온도
100 °C

실험 절차

To a stirring mixture of (E)-ethyl 3-(2-amino-5-(trifluoromethyl)phenyl)acrylate (4 g, 15.4 mmol) in 4N HCl in dioxane (20 mL) was added concentrated HCl (3 mL). The resulting mixture was warmed to 100° C. overnight. The reaction mixture was cooled to rt and then slowly quenched with a cold saturated NaHCO3 solution until pH>7. A normal aqueous extraction with EtOAc was followed. The crude mixture was taken directly to the next reaction without further purification. Retention time(min)=1.849, method [1], MS (ESI) 214.0 (M+H).

후처리

  1. temperatureThe reaction mixture was cooled to rt
  2. customslowly quenched with a cold saturated NaHCO3 solution until pH>7
  3. extractionA normal aqueous extraction with EtOAc
  4. customThe crude mixture was taken directly to the next reaction without further purification

출처 및 근거

ORD 기록
ord-873e1081f80448dc80c23be6de6947f0
출처 데이터셋
uspto-grants-2013_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08450363B2

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