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Water → 2,2,2-Trifluoro-1-(3-methoxyphenyl)ethanone

HRID 975212
ノート
印刷プレビュー

反応式

HRID 975212 の反応式
[F:1][C:2]([F:14])([F:13])[CH:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([O:11][CH3:12])[CH:6]=1)[OH:4].Cl[O-].[Na+].O>S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC.C(Cl)Cl>[F:1][C:2]([F:13])([F:14])[C:3]([C:5]1[CH:6]=[C:7]([O:11][CH3:12])[CH:8]=[CH:9][CH:10]=1)=[O:4]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 962WaterHCID 28292492,2,2-Trifluoro-1-(3-methoxyphenyl)ethanolHCID 23665760Sodium Hypochlorite

生成物 1

HCID 27597342,2,2-Trifluoro-1-(3-methoxyphenyl)ethanone

試薬・触媒・溶媒 2

HCID 94433Tetrabutylammonium hydrogen sulfate触媒HCID 6344Dichloromethane溶媒

実験手順

4.82 g (0.023 mol) of 2,2,2-trifluoro-1-(3-methoxyphenyl)ethanol and 0.4 g (0.0012 mol) of tetrabutylammonium hydrogen sulfate are dissolved in 100 ml of methylene chloride at room temperature. 14.4 ml (0.028 mol) of an approximately 12% strength sodium hypochlorite solution are metered in within 15 minutes with vigorous stirring and the mixture is stirred for a further 6 hours during which the reaction temperature rises to 26° C. The reaction mixture is added to 100 ml of water, the phases are separated, the aqueous phase is extracted several times with methylene chloride and the combined organic phases are washed with saturated aqueous sodium chloride solution. After drying the organic phase with sodium sulfate, the volatiles are distilled off. Following distillation of the crude product in a kugelrohr (0.2 mbar, 60°-70° C. bath temperature), 2.1 g (44% of theory) of 3-trifluoroacetylanisole are obtained. nD20 : 1.4773.

後処理

  1. customare metered in within 15 minutes
  2. stirringthe mixture is stirred for a further 6 hours during which the reaction temperature
  3. customrises to 26° C
  4. customthe phases are separated
  5. extractionthe aqueous phase is extracted several times with methylene chloride
  6. washthe combined organic phases are washed with saturated aqueous sodium chloride solution
  7. dry with materialAfter drying the organic phase with sodium sulfate
  8. distillationthe volatiles are distilled off
  9. distillationdistillation of the crude product in a kugelrohr (0.2 mbar, 60°-70° C. bath temperature), 2.1 g (44% of theory) of 3-trifluoroacetylanisole
  10. customare obtained

出典と根拠

ORDレコード
ord-54638de163e34c6cb80914bf7378cad5
出典データセット
uspto-grants-1997_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05608062

反応ノート

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