Cesium carbonate → HCID 68565082、化合物

HRID 1593547ノート

反応式

HRID 1593547 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 68565082HCID 68565082、化合物収率 78%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-3c05fd3d5c704a03940da4e097cb4120
出典データセット
uspto-grants-2007_11
特許番号
US07297715B2

反応ノート

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