Bromine → 5-Bromo-1,3-difluoro-2-(methylsulfanyl)benzene

HRID 732809노트

반응식

HRID 732809 반응식
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[S:9][CH3:10].[Br:11]Br.[Cl-].[Al+3].[Cl-].[Cl-].S([O-])([O-])(=O)=S.[Na+].[Na+]>[Fe].C(OCC)C.ClCCl>[Br:11][C:6]1[CH:7]=[C:2]([F:1])[C:3]([S:9][CH3:10])=[C:4]([F:8])[CH:5]=1

참가 물질

8

반응물 4

HCID 24408BromineHCID 24477Sodium ThiosulfateHCID 6451240Aluminum(III) ChlorideHCID 132502621,3-Difluoro-2-(methylsulfanyl)benzene

생성물 1

HCID 235966125-Bromo-1,3-difluoro-2-(methylsulfanyl)benzene수율 17%

시약·촉매·용매 3

HCID 23925Iron촉매HCID 3283Diethyl Ether용매HCID 6344Dichloromethane용매

실험 절차

Combine 1,3-difluoro-2-methylsulfanyl-benzene (4.3 g, 27 mmol), iron (300 mg, 5.4 mmol), bromine (1.4 mL, 27 mmol), aluminium chloride (400 mg, 3.0 mmol) and dichloromethane (100 mL), at 0° C. Stir the reaction mixture at room temperature for 2 hours. Add saturated sodium thiosulfate solution (20 mL) and diethyl ether (100 mL). Separate the layers and wash the organic layer with brine (20 mL). Dry with MgSO4, filter and concentrate in vacuo. Chromatograph the residue on a column eluting the material with diethyl ether in hexane (0 to 5%) to give 1.1 g of 5-bromo-1,3-difluoro-2-methylsulfanyl-benzene (17%).

후처리

  1. customat 0° C
  2. customSeparate the layers
  3. washwash the organic layer with brine (20 mL)
  4. dry with materialDry with MgSO4
  5. filtrationfilter
  6. concentrationconcentrate in vacuo
  7. washChromatograph the residue on a column eluting the material with diethyl ether in hexane (0 to 5%)

출처 및 근거

ORD 기록
ord-26601702e79c46caac2d00bb9b4862b2
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07585977B2

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