Bromine → 1-benzenesulfonyl-3-bromo-7-fluoro-1H-indole

HRID 1692883Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1692883
[C:1]1([S:7]([N:10]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][C:17]=3[F:19])[CH:12]=[CH:11]2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(=O)(O)[O-].[Na+].[Br:25]Br>C(Cl)(Cl)(Cl)Cl.C(Cl)Cl.O>[C:1]1([S:7]([N:10]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][C:17]=3[F:19])[C:12]([Br:25])=[CH:11]2)(=[O:9])=[O:8])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

7

Edukt 3

HCID 24408BromineHCID 516892Sodium BicarbonateHCID 116877057-Fluoro-1-(phenylsulfonyl)-1H-indole

Produkt 1

HCID 596035291-benzenesulfonyl-3-bromo-7-fluoro-1H-indoleAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 5943Carbon TetrachlorideLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 1-benzenesulfonyl-7-fluoro-1H-indole (1.00 g, 3.63 mmol) in CCl4 (20 mL) was added a solution of saturated sodium bicarbonate (40 mL) and bromine (0.19 mL, 3.81 mmol) at room temperature. After stirring at room temperature for 16 hours, the reaction was diluted with DCM and water. The organic extract was washed with saturated sodium bicarbonate, 10% aqueous sodium thiosulfate, dried over sodium sulfate, filtered, and concentrated. The product was obtained as an off-white solid (1.22 g, 95%)

Aufarbeitung

  1. extractionThe organic extract
  2. washwas washed with saturated sodium bicarbonate, 10% aqueous sodium thiosulfate
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-3c5862e76e3f4feb971f97f09d7bf6a5
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08158625B2

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