1,2-Dibromoethane → 1-(2-Bromo-ethylsulfanyl)-2-trifluoromethyl-benzene

HRID 1697616Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1697616
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[SH:9].[Br:12][CH2:13][CH2:14]Br.C(=O)([O-])[O-].[K+].[K+].CCOC(C)=O>CN(C=O)C.O>[Br:12][CH2:13][CH2:14][S:9][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[C:2]([F:1])([F:10])[F:11]

Komponenten

7

Edukt 4

HCID 78391,2-DibromoethaneHCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 27778892-(Trifluoromethyl)benzenethiol

Produkt 1

HCID 667707691-(2-Bromo-ethylsulfanyl)-2-trifluoromethyl-benzene

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a stirred solution of 2-(trifluoromethyl)thiophenol (2.96 ml, 22 mmol; CAS Reg. No. 13333-97-6) in DMF (65 ml) were added 1,2-dibromoethane (9.67 ml, 112 mmol) and potassium carbonate (3.41 g, 25 mmol). The reaction mixture was stirred for 2 h 30 min at ambient temperature. AcOEt (30 ml) and water (30 ml) were added and the layers were separated. The aqueous layer was extracted three times with AcOEt (3×20 ml). The combined organic layers were washed with brine, dried over sodium sulfate and filtered. The solvent was removed under reduced pressure to give the title compound as yellow oil (6.0 g, 22 mmol; quant.) which was sufficiently pure to be used in the next step.

Aufarbeitung

  1. customthe layers were separated
  2. extractionThe aqueous layer was extracted three times with AcOEt (3×20 ml)
  3. washThe combined organic layers were washed with brine
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. customThe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-3e39a79ec8c34e3f8ddb3a5b6f312470
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08163793B2

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