Cesium carbonate → 3-{5-(3-Methoxycarbonylbenzoyl)-3-[6-(4-methoxyphenyl)-(5E)-5-hexenyloxy]-2-thienyl}-propionic acid methyl ester

HRID 1736412노트

반응식

HRID 1736412 반응식
C(=O)([O-])[O-].[Cs+].[Cs+].[CH3:7][O:8][C:9](=[O:30])[CH2:10][CH2:11][C:12]1[S:13][C:14]([C:18](=[O:29])[C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([C:25]([O:27][CH3:28])=[O:26])[CH:20]=2)=[CH:15][C:16]=1[OH:17].Br[CH2:32][CH2:33][CH2:34][CH2:35]/[CH:36]=[CH:37]/[C:38]1[CH:43]=[CH:42][C:41]([O:44][CH3:45])=[CH:40][CH:39]=1>CN(C)C=O>[CH3:7][O:8][C:9](=[O:30])[CH2:10][CH2:11][C:12]1[S:13][C:14]([C:18](=[O:29])[C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([C:25]([O:27][CH3:28])=[O:26])[CH:20]=2)=[CH:15][C:16]=1[O:17][CH2:32][CH2:33][CH2:34][CH2:35]/[CH:36]=[CH:37]/[C:38]1[CH:39]=[CH:40][C:41]([O:44][CH3:45])=[CH:42][CH:43]=1

참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 15472944(1E)-6-bromo-1-(4-methoxyphenyl)-1-hexeneHCID 540299803-[5-(3-Methoxycarbonylbenzoyl)-3-hydroxy-2-thienyl]-propionic acid methyl ester

생성물 1

HCID 218043633-{5-(3-Methoxycarbonylbenzoyl)-3-[6-(4-methoxyphenyl)-(5E)-5-hexenyloxy]-2-thienyl}-propionic acid methyl ester수율 81.9%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

804 mg of cesium carbonate is added to a solution of 430 mg of 3-[5-(3-Methoxycarbonylbenzoyl)-3-hydroxy-2-thienyl]-propionic acid methyl ester and 332 mg of (1E)-6-bromo-1-(4-methoxyphenyl)-1-hexene in 2.9 ml of dimethylformamide and the suspension is stirred for 21 hours at room temperature. The reaction mixture is filtered, the filtrate residue is washed with dichloromethane, the filtrate is concentrated by evaporation and the residue is chromatographed on silica gel with hexane. 542 mg of the title compound is obtained as colorless oil.

후처리

  1. filtrationThe reaction mixture is filtered
  2. washthe filtrate residue is washed with dichloromethane
  3. concentrationthe filtrate is concentrated by evaporation
  4. customthe residue is chromatographed on silica gel with hexane

출처 및 근거

ORD 기록
ord-34aa37beb8ec48ddb12b53e0d3c8f8ff
출처 데이터셋
uspto-grants-1996_07
특허 번호
US05541202

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