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Ethyl trifluoroacetate → Butane-1,3-dione, 4,4,4-trifluoro-1-(4-imidazol-1-ylphenyl)-

HRID 497168
ノート
印刷プレビュー

反応式

HRID 497168 の反応式
C[Si](C)(C)N[Si](C)(C)C.C([Li])CCC.[CH3:15][C:16]([C:18]1[CH:23]=[CH:22][C:21]([N:24]2[CH:28]=[N:27][CH:26]=[CH:25]2)=[CH:20][CH:19]=1)=[O:17].[F:29][C:30]([F:37])([F:36])[C:31](OCC)=[O:32]>C1COCC1>[F:29][C:30]([F:37])([F:36])[C:31](=[O:32])[CH2:15][C:16]([C:18]1[CH:19]=[CH:20][C:21]([N:24]2[CH:25]=[CH:26][N:27]=[CH:28]2)=[CH:22][CH:23]=1)=[O:17]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 9794Ethyl trifluoroacetateHCID 13838HexamethyldisilazaneHCID 823161-(4-(1H-Imidazol-1-yl)phenyl)ethanoneHCID 178418339Butyllithium

生成物 1

HCID 6426099Butane-1,3-dione, 4,4,4-trifluoro-1-(4-imidazol-1-ylphenyl)-

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran
溶媒

反応条件

温度
-78 °C

実験手順

To a THF (5 mL) solution of 1,1,1,3,3,3-hexamethyldisilazane (0.178 g, 1.1 mmol) was added n-butyl lithum (1.6 M solution in hexane, 0.72 mL, 1.2 mmol) at 0° C. under nitrogen, and the mixture was stirred for 30 minutes, and cooled to −78° C. 4-(1-Imidazolyl)acetophenone (prepared according the method of M. A. Khan et. al., J. Chem. Soc. C., 1970, 85., 0.186 g, 1.0 mmol) was added to the mixture, and residue was stirred for 1 hour. Ethyl trifluoroacetate (0.17 g, 1.2 mmol) was added to the reaction mixture, the residue was warm to room temperature. The reaction mixture was poured into ice water and the whole was extracted with ethyl acetate (30 mL×2). The organic layer was washed with brine, dried over Na2SO4, and concentrated in vacuo. The resulting solid was washed with small amount of ethyl acetate to give the title compound (0.163 g).

後処理

  1. addition, 0.186 g, 1.0 mmol) was added to the mixture, and residue
  2. stirringwas stirred for 1 hour
  3. temperaturethe residue was warm to room temperature
  4. extractionthe whole was extracted with ethyl acetate (30 mL×2)
  5. washThe organic layer was washed with brine
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated in vacuo
  8. washThe resulting solid was washed with small amount of ethyl acetate

出典と根拠

ORDレコード
ord-3abc9b509f164373a025f10a80f8e6ad
出典データセット
uspto-grants-2005_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06949536B2

反応ノート

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