Dimethyl Sulfoxide → HCID 10825624, 화합물

HRID 1532804노트

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HRID 1532804 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

HCID 10825624HCID 10825624, 화합물수율 90%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

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온도
50 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-56144eed9dc84d4eaa6a59f279202ae2
출처 데이터셋
uspto-grants-2001_03
특허 번호
US06204415B1

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