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Water → 2-(p-Chlorophenyl)-3-[(trifluoromethyl)thio]pyrrole

HRID 1464669
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인쇄 미리보기

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HRID 1464669 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:12][C:11](C(O)=O)=[CH:10][C:9]=2[S:16][C:17]([F:20])([F:19])[F:18])=[CH:4][CH:3]=1.O>C(CN)O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[NH:12][CH:11]=[CH:10][C:9]=2[S:16][C:17]([F:19])([F:18])[F:20])=[CH:6][CH:7]=1
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참가 물질

4

반응물 2

HCID 962WaterHCID 189304125-(p-Chlorophenyl)-4-[(trifluoromethyl)thio]pyrrole-2-carboxylic acid

생성물 1

HCID 189304322-(p-Chlorophenyl)-3-[(trifluoromethyl)thio]pyrrole수율 25.6%

시약·촉매·용매 1

HCID 700Ethanolamine용매

반응 조건

온도
160 °C

실험 절차

A mixture of 5-(p-chlorophenyl)-4-[(trifluoromethyl)thio]pyrrole-2-carboxylic acid (0.5 g, 0.00155 mol) in ethanolamine (1.5 mL) is stirred at 160° C. for five hours, cooled to room temperature overnight with stirring, poured into water and extracted with ether. The combined organic extracts are washed with brine, dried over anhydrous magnesium sulfate and concentrated in vacuo to obtain a yellow syrup. Flash chromatography of the syrup using silica gel and a 1:4 ethyl acetate/hexanes solution gives the title product as an off-white solid (0.11 g, mp 59°-64° C.) which is identified by 1HNMR and 19FNMR spectral analyses.

후처리

  1. temperaturecooled to room temperature overnight
  2. stirringwith stirring
  3. extractionextracted with ether
  4. washThe combined organic extracts are washed with brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated in vacuo
  7. customto obtain a yellow syrup

출처 및 근거

ORD 기록
ord-a1d307b11827479e9badf35b6dbbeedf
출처 데이터셋
uspto-grants-1994_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05306827

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