1,3-Difluorobenzene → 1,3-Difluoro-2-(methylsulfanyl)benzene

HRID 748942노트

반응식

HRID 748942 반응식
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[CH:3]=1.C([Li])CCC.[CH3:14][S:15]SC>C1COCC1>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[S:15][CH3:14]

참가 물질

5

반응물 3

HCID 97411,3-DifluorobenzeneHCID 12232Dimethyl DisulfideHCID 178418339Butyllithium

생성물 1

HCID 132502621,3-Difluoro-2-(methylsulfanyl)benzene수율 794.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
-78 °C

실험 절차

Dissolve 1,3-difluorobenzene (3.5 g, 30.7 mmol) into THF (100 mL). Cool the mixture to −78° C. and add n-butyl lithium (19 mL, 30.7 mmol). Stir for 20 minutes and add dimethyldisulfide (3 mL, 3.38 mmol). Remove the cooling bath and warm to room temperature. Pour the reaction mixture into ice (10 g) and add diethyl ether (100 mL). Separate the layers and wash the organic layer with brine (20 mL). Dry with MgSO4, filter, and concentrate in vacuo to give 4.3 g of 1,3-difluoro-2-methylsulfanyl-benzene (88%).

후처리

  1. customRemove the cooling bath
  2. temperaturewarm to room temperature
  3. additionPour the reaction mixture into ice (10 g)
  4. additionadd diethyl ether (100 mL)
  5. customSeparate the layers
  6. washwash the organic layer with brine (20 mL)
  7. dry with materialDry with MgSO4
  8. filtrationfilter
  9. concentrationconcentrate in vacuo

출처 및 근거

ORD 기록
ord-5babcaec94b7415a9c386ab502f0576f
출처 데이터셋
uspto-grants-2008_07
특허 번호
US07399867B2

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