Sodium Thiosulfate → (5-Bromo-2-chlorothiophen-3-yl)methanol

HRID 34071Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 34071
[Cl:1][C:2]1[S:3][CH:4]=[CH:5][C:6]=1[CH2:7][OH:8].[Br:9]N1C(=O)CCC1=O.S([O-])([O-])(=O)=S.[Na+].[Na+]>CN(C)C=O.C(OCC)(=O)C>[Br:9][C:4]1[S:3][C:2]([Cl:1])=[C:6]([CH2:7][OH:8])[CH:5]=1

Komponenten

6

Edukt 3

HCID 24477Sodium ThiosulfateHCID 67184N-bromobutanimideHCID 18938072(2-Chlorothiophen-3-yl)methanol

Produkt 1

HCID 23070160(5-Bromo-2-chlorothiophen-3-yl)methanolAusbeute 80,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of 3.0 g of (2-chlorothiophen-3-yl)methanol in 60 mL of dimethylformamide was added 3.59 g of N-bromosuccinimide at room temperature, and stirred at this temperature for 2 hours. Adding 10 mL of 10% sodium thiosulfate, and the resultant solution was diluted with ethyl acetate. The organic layer was washed successively with saturated aqueous ammonium chloride and saturated brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated, to afford 3.7 g of the title compound as a colorless oil.

Aufarbeitung

  1. washThe organic layer was washed successively with saturated aqueous ammonium chloride and saturated brine
  2. dry with materialdried over anhydrous magnesium sulfate
  3. customthe solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-f574309933cb4930a12807a587ce64b2
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07429609B2

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