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Cesium carbonate → HCID 86657446, 화합물

HRID 2096586
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HRID 2096586 반응식
[Br:1][C:2]1[CH:3]=[C:4]2[C:11]3([C:15](=O)[NH:14][C:13](=[S:17])[NH:12]3)[CH2:10][CH:9]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[O:8][C:5]2=[CH:6][CH:7]=1.[C:24]([O-:27])([O-])=O.[Cs+].[Cs+].FC(F)(F)S(O[CH2:36][C:37]([F:40])([F:39])[F:38])(=O)=O>CN(C=O)C>[Br:1][C:2]1[CH:3]=[C:4]2[C:11]3([C:24](=[O:27])[N:14]([CH2:15][C:37]([F:40])([F:39])[F:38])[C:13]([S:17][CH2:36][C:37]([F:40])([F:39])[F:38])=[N:12]3)[CH2:10][CH:9]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[O:8][C:5]2=[CH:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 803662,2,2-Trifluoroethyl trifluoromethanesulfonateHCID 58423943HCID 58423943, 화합물

생성물 1

HCID 86657446HCID 86657446, 화합물수율 37.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 6-bromo-2-phenyl-2′-thioxospiro[chroman-4,4′-imidazolidin]-5′-one (113 mg, 0.29 mmol) in DMF (7 mL) was added Cs2CO3 (190 mg, 0.58 mmol) and 2,2,2-trifluoroethyl trifluoromethanesulfonate (204 mg, 0.87 mmol). After stirring for 2 days, the mixture was extracted from water with EtOAc. The combined organic layers were washed with water and brine, dried and then concentrated to give the residue, which was purified by preparative TLC to give 6-bromo-2-phenyl-1′-(2,2,2-trifluoroethyl)-2′-(2,2,2-trifluoroethylthio)spiro[chroman-4,4′-imidazol]-5′(1′H)-one (60 mg, 36%).

후처리

  1. extractionthe mixture was extracted from water with EtOAc
  2. washThe combined organic layers were washed with water and brine
  3. customdried
  4. concentrationconcentrated
  5. customto give the residue, which
  6. customwas purified by preparative TLC

출처 및 근거

ORD 기록
ord-1109422c1dc44ccca3902778e63d13b9
출처 데이터셋
uspto-grants-2013_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08450308B2

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