Cesium carbonate → HCID 68565082, 화합물

HRID 1593547노트

반응식

HRID 1593547 반응식
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[OH:12])[O:8][C:7]([CH3:14])([CH3:13])[CH:6]=[C:5]2[C:15]([F:18])([F:17])[F:16].C(=O)([O-])[O-].[Cs+].[Cs+].Br[CH2:26][CH2:27][CH2:28][OH:29]>CN(C=O)C>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[O:12][CH2:26][CH2:27][CH2:28][OH:29])[O:8][C:7]([CH3:14])([CH3:13])[CH:6]=[C:5]2[C:15]([F:16])([F:18])[F:17]

참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 123083-Bromo-1-propanolHCID 665248776-Chloro-2,2-dimethyl-4-(trifluoromethyl)-2H-chromen-7-ol

생성물 1

HCID 68565082HCID 68565082, 화합물수율 78%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 6-Chloro-2,2-dimethyl-4-(trifluoromethyl)-2H-chromen-7-ol (10 g, 36.23 mmol) in 150 mL DMF was added cesium carbonate (24.8 g, 76.11 mmol) followed by 3-bromo-1-propanol (7.6 g, 54.3 mmol) and the mixture stirred at ambient temperature for 24 h. Dilution with water followed by extraction with AcOE and washing the organic extracts with water, drying over anhydrous Na2SO4 and finally concentrating under reduced pressure gave crude alkylated product. Purification over silica gel using AcOEt/hexanes provided the desired 3-((6-chloro-2,2-dimethyl-4-(trifluoromethyl)-2H-chromen-7-yl)oxy)propan-1-ol (9.5 g, 78%).

후처리

  1. extractionDilution with water followed by extraction with AcOE
  2. washwashing the organic extracts with water
  3. dry with materialdrying over anhydrous Na2SO4
  4. concentrationfinally concentrating under reduced pressure
  5. customgave crude alkylated product
  6. customPurification over silica gel

출처 및 근거

ORD 기록
ord-3c05fd3d5c704a03940da4e097cb4120
출처 데이터셋
uspto-grants-2007_11
특허 번호
US07297715B2

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