Triethylamine → 2-[2-(2,2,2-Trifluoroethoxy)phenoxy]ethyl Methanesulfonate

HRID 273852ノート

反応式

HRID 273852 の反応式
[F:1][C:2]([F:16])([F:15])[CH2:3][O:4][C:5]1[CH:14]=[CH:13][CH:12]=[CH:11][C:6]=1[O:7][CH2:8][CH2:9][OH:10].C(N(CC)CC)C.[CH3:24][S:25](Cl)(=[O:27])=[O:26]>C(Cl)Cl>[CH3:24][S:25]([O:10][CH2:9][CH2:8][O:7][C:6]1[CH:11]=[CH:12][CH:13]=[CH:14][C:5]=1[O:4][CH2:3][C:2]([F:15])([F:16])[F:1])(=[O:27])=[O:26]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 107761632-[2-(2,2,2-Trifluoroethoxy)phenoxy]ethanol

生成物 1

HCID 105193072-[2-(2,2,2-Trifluoroethoxy)phenoxy]ethyl Methanesulfonate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethanol (210 mg) in methylene chloride (1 ml) were added triethylamine (186 μl) and methanesulfonyl chloride (83 μl) with stirring under ice cooling, and the mixture was reacted at room temperature for 30 minutes. The reaction mixture was concentrated under reduced pressure. To the concentrate was added water, and the mixture was extracted with diethyl ether. The extract was washed with water, dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by medium pressure liquid column chromatography on silica gel using a mixture of hexane and ethyl acetate (2/1) as eluent to give 273 mg of 2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl methansulfonate melting at 40.5°-42.0° C.

後処理

  1. customthe mixture was reacted at room temperature for 30 minutes
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. additionTo the concentrate was added water
  4. extractionthe mixture was extracted with diethyl ether
  5. washThe extract was washed with water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customThe solvent was evaporated under reduced pressure
  8. customthe residue was purified by medium pressure liquid column chromatography on silica gel using
  9. additiona mixture of hexane and ethyl acetate (2/1) as eluent

出典と根拠

ORDレコード
ord-68eaa92338f647288ba099d25bf70c98
出典データセット
uspto-grants-1995_02
特許番号
US05387603

反応ノート

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