Water → 2,6-Dichloro-3-(2,2,2-trifluoro-ethoxy)-benzaldehyde

HRID 253434ノート

反応式

HRID 253434 の反応式
[Cl:1][C:2]1[C:9]([OH:10])=[CH:8][CH:7]=[C:6]([Cl:11])[C:3]=1[CH:4]=[O:5].C(=O)([O-])[O-].[Cs+].[Cs+].[F:18][C:19]([F:30])([F:29])[CH2:20]OS(C(F)(F)F)(=O)=O.O>CN1CCCC1=O>[Cl:1][C:2]1[C:9]([O:10][CH2:20][C:19]([F:30])([F:29])[F:18])=[CH:8][CH:7]=[C:6]([Cl:11])[C:3]=1[CH:4]=[O:5]

参加物

6

反応物 4

HCID 962WaterHCID 10796Cesium carbonateHCID 803662,2,2-Trifluoroethyl trifluoromethanesulfonateHCID 104425302,6-Dichloro-3-hydroxy-benzaldehyde

生成物 1

HCID 598038422,6-Dichloro-3-(2,2,2-trifluoro-ethoxy)-benzaldehyde

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

実験手順

To 2,6-dichloro-3-hydroxy-benzaldehyde (114, 2.06 g, 0.0108 mol) in N-methylpyrrolidinone (25.0 mL) were added cesium carbonate (7.02 g, 0.0215 mol) and trifluoro-methanesulfonic acid 2,2,2-trifluoro-ethyl ester (2.50 g, 0.0108 mol) under an atmosphere of nitrogen. The reaction was stirred at room temperature for 90 hours. The reaction was poured into water and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated and purified by silica gel column chromatography eluting with 15% to 100% ethyl acetate in hexane to give a colorless oil (115, 1.00 g, 34.0%).

後処理

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated
  5. custompurified by silica gel column chromatography
  6. washeluting with 15% to 100% ethyl acetate in hexane
  7. customto give a colorless oil (115, 1.00 g, 34.0%)

出典と根拠

ORDレコード
ord-9efb2f1c82774832ba911959b09593ae
出典データセット
uspto-grants-2011_01
特許番号
US07872018B2

反応ノート

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