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Thiophenol → Ethyl Fluoro(phenylthio)acetate

HRID 986482
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HRID 986482 반응식
CC[O-].[Na+].[C:5]1([SH:11])[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[F:12][CH:13](Br)[C:14]([O:16][CH2:17][CH3:18])=[O:15]>O1CCCC1>[F:12][CH:13]([S:11][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[C:14]([O:16][CH2:17][CH3:18])=[O:15]
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참가 물질

5

반응물 3

HCID 7969ThiophenolHCID 2723922Sodium ethoxideHCID 2733407Acetic acid, 2-bromo-2-fluoro-, ethyl ester

생성물 1

HCID 11148583Ethyl Fluoro(phenylthio)acetate수율 90%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To 150 ml of tetrahydrofuran (THF) were added 6.5 g (0.1 mole) of pulverized EtONa and 11.1 g (0.1 mole) of thiophenol and the mixture was refluxed for 10 minutes. Thereto was added 18.5 g (0.1 mole) of ethyl fluorobromoacetate and the mixture was refluxed for one hour with stirring. THF was removed by an evaporator and the precipitated NaBr was filtered. The organic layer was washed with water, dried and distilled to obtain 19.2 g (90%) of ethyl fluoro(phenylthio)acetate.

후처리

  1. temperaturethe mixture was refluxed for 10 minutes
  2. temperaturethe mixture was refluxed for one hour
  3. customTHF was removed by an evaporator
  4. filtrationthe precipitated NaBr was filtered
  5. washThe organic layer was washed with water
  6. customdried
  7. distillationdistilled

출처 및 근거

ORD 기록
ord-034b39cd848445a797046d51f9e66e48
출처 데이터셋
uspto-grants-1987_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04713469

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