Reaktion #73904

Reaktionsgleichung

5-Bromobenzofuran-2-carboxylic acid

sodium bicarbonate

Selectflor

→

5-Bromo-2-fluoro-1-benzofuran

Lösungsmittel

carbon tetrachloride

dichloromethane

sodium hydroxide

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe organic phase was separated
2. 2
   Waschenwashed with brine
3. 3
   Trocknendried over anhydrous MgSO4
4. 4
   SonstigeThe solvent was evaporated under reduced pressure at room temperature
5. 5
   Wascheneluted with diethyl ether

Vorschrift

5-Bromobenzofuran-2-carboxylic acid (4.68 g) was suspended in carbon tetrachloride (150 ml) and water (50 ml). To this was added sodium bicarbonate (3.36 g), followed by Selectflor (7.1 g) and the reaction mixture was stirred rapidly for 20 hours. The reaction mixture was diluted with dichloromethane and 2N sodium hydroxide solution. The organic phase was separated, washed with brine and dried over anhydrous MgSO4. The solvent was evaporated under reduced pressure at room temperature. The residue was applied to a silica cartridge (20 g) and eluted with diethyl ether. This gave 5-bromo-2-fluoro-1-benzofuran (1.4 g).

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