Triethylamine → 2-(p-Chlorophenyl)-4-phenyl-5-(trifluoromethyl)-3-[(trifluoromethyl)sulfonyl]pyrrole

HRID 129645노트

반응식

HRID 129645 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2C(=O)O[CH:10]([C:14]([F:17])([F:16])[F:15])[N:9]=2)=[CH:4][CH:3]=1.FC(F)(F)S([C:23]([S:31]([C:34]([F:37])([F:36])[F:35])(=[O:33])=[O:32])=[CH:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)(=O)=O.C(N(CC)CC)C>CN(C)C=O.C(OCC)(=O)C.O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[NH:9][C:10]([C:14]([F:15])([F:16])[F:17])=[C:24]([C:25]3[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=3)[C:23]=2[S:31]([C:34]([F:35])([F:36])[F:37])(=[O:32])=[O:33])=[CH:6][CH:7]=1

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 110652915(2H)-Oxazolone, 4-(4-chlorophenyl)-2-(trifluoromethyl)-HCID 18930436[2,2-Bis(trifluoromethanesulfonyl)ethenyl]benzene

생성물 1

HCID 189304082-(p-Chlorophenyl)-4-phenyl-5-(trifluoromethyl)-3-[(trifluoromethyl)sulfonyl]pyrrole

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 22728543Water ethylacetate용매

실험 절차

A solution of 4-(p-chlorophenyl)-2-(trifluoromethyl)-3-oxazolin-5-one (1.0 g, 3.8 mmol) and β,β-bis[(trifluoromethyl)sulfonyl]styrene (1.4 g, 3.8 mmol) in dimethylformamide is stirred for two hours at 110° C., treated with triethylamine (0.38 g, 3.8 mmol), stirred for several hours at reflux and diluted with an ethyl acetate/water mixture. The organic phase is separated, washed with water and dilute hydrochloric acid, dried over anhydrous magnesium sulfate and concentrated in vacuo to obtain a residue. Chromatography of the residue using silica gel and a 1:10 ethyl acetate/hexanes solution gives the title product as an amber oil which is identified by 1HNMR and 13CNMR spectral analyses.

후처리

  1. temperatureat reflux
  2. customThe organic phase is separated
  3. washwashed with water and dilute hydrochloric acid
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated in vacuo
  6. customto obtain a residue

출처 및 근거

ORD 기록
ord-822e80ae85f146fb9e22c89eea073838
출처 데이터셋
uspto-grants-1995_11
특허 번호
US05468877

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