Réaction #43586

Équation de réaction

3-fluoro-4,5-dihydroxybenzaldehyde

potassium carbonate

1,2-dibromoethane

→

desired compound

Rendement 95.4%

8-fluoro-2,3-dihydro-1,4-benzodioxin-6-carboxaldehyde

Rendement 95.4%

Solvants

DMF

Conditions de réaction

Traitement

1. 1
   Autrewas removed under reduced pressure
2. 2
   workup.ADDITIONThe reaction mixture was then treated with dichloromethane and water
3. 3
   ExtractionThe aqueous phase was extracted twice with dichloromethane
4. 4
   Autrethe combined organic phases were dried
5. 5
   Autrethe solvent was removed under reduced pressure

Mode opératoire

To a solution of 3-fluoro-4,5-dihydroxybenzaldehyde (0.66 g, 4.2 mmol) in DMF (30 ml) was added potassium carbonate (1.15 g, 8.3 mmol) and 1,2-dibromoethane (0.72 ml, 8.3 mmol) and the resultant mixture was heated to 80° C. for 18 h before the solvent was removed under reduced pressure. The reaction mixture was then treated with dichloromethane and water. The aqueous phase was extracted twice with dichloromethane and the combined organic phases were dried and the solvent was removed under reduced pressure to give the desired compound as a cream solid (0.73 g, 95%).

Source