Reacción #73904

Ecuación de reacción

5-Bromobenzofuran-2-carboxylic acid

sodium bicarbonate

Selectflor

→

5-Bromo-2-fluoro-1-benzofuran

Disolventes

carbon tetrachloride

dichloromethane

sodium hydroxide

water

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe organic phase was separated
2. 2
   Lavadowashed with brine
3. 3
   Secadodried over anhydrous MgSO4
4. 4
   OtroThe solvent was evaporated under reduced pressure at room temperature
5. 5
   Lavadoeluted with diethyl ether

Procedimiento

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).

Fuente