Dimethyl Sulfoxide → HCID 10825624、化合物

HRID 636854ノート

反応式

HRID 636854 の反応式
[H-].[Na+].[CH3:3]S(C)=O.[I-].C[S+](C)(C)=O.[CH2:13]([S:15][C:16]([F:28])([F:27])[C:17]([C:19]1[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:20]=1[F:26])=[O:18])[CH3:14]>C1COCC1>[F:26][C:20]1[CH:21]=[C:22]([F:25])[CH:23]=[CH:24][C:19]=1[C:17]1([C:16]([S:15][CH2:13][CH3:14])([F:27])[F:28])[CH2:3][O:18]1

参加物

6

反応物 4

HCID 679Dimethyl SulfoxideHCID 24758Sodium hydrideHCID 74498Sulfoxonium, trimethyl-, iodide (1:1)HCID 9881460HCID 9881460、化合物

生成物 1

HCID 10825624HCID 10825624、化合物収率 90%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
50 °C

実験手順

A suspension of 60%) NaH (876 mg, 0.022 mol) in THF (30 ml)-DMSO (50 ml) was heated to an external temperature of 50° C., followed by the addition of trimethylsulfoxonium iodide (4.8 g, 0.022 mol) in portions. After stirring at the same temperature for one hour, the reaction mixture was cooled to −20° C. and added dropwise with a solution of 2-ethylthio-2,2,2′,4′-tetrafluoroacetophenone (4.6 g, 0.018 mol) in THF (20 ml). The resulting mixture was stirred at room temperature for 2 hours. The reaction mixture was then poured into ice water, followed by extraction with ethyl acetate. The extract was washed successively with water and saturated saline and dried over magnesium sulfate. The solvent was then distilled off under reduced pressure, whereby 2-(2,4-difluorophenyl)-2-[(ethylthio) (difluoro)methyl]oxirane (4.3 g, yield: 90.0%) was obtained as a pale yellow oil.

後処理

  1. temperaturethe reaction mixture was cooled to −20° C.
  2. stirringThe resulting mixture was stirred at room temperature for 2 hours
  3. extractionfollowed by extraction with ethyl acetate
  4. washThe extract was washed successively with water and saturated saline
  5. dry with materialdried over magnesium sulfate
  6. distillationThe solvent was then distilled off under reduced pressure

出典と根拠

ORDレコード
ord-e1027647c9b24dc9b283a9c4ff73d55b
出典データセット
uspto-grants-2001_02
特許番号
US06194592B1

反応ノート

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