Bromine → 5-Bromo-1,3-difluoro-2-(methylsulfanyl)benzene
Reaktionsgleichung
[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]=1Komponenten
8
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 3
Versuchsvorschrift
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%).
Aufarbeitung
- customat 0° C
- customSeparate the layers
- washwash the organic layer with brine (20 mL)
- dry with materialDry with MgSO4
- filtrationfilter
- concentrationconcentrate in vacuo
- washChromatograph the residue on a column eluting the material with diethyl ether in hexane (0 to 5%)
Quellen und Nachweise
- ORD-Eintrag
- ord-82b15db61fb14abbbdc2815e516e50f6
- Quelldatensatz
- uspto-grants-2008_07
- Patentnummer
- US07399867B2
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