Réaction #7593

Équation de réaction

benzyl bromide

2-fluoro-5-hydroxy-4-methylnitrobenzene

potassium carbonate

→

5-benzyloxy-2-fluoro-4-methylnitrobenzene

Rendement 80.4%

Solvants

DMF

water

Conditions de réaction

Traitement

1. 1
   ExtractionAfter extraction with ethyl acetate
2. 2
   Lavagethe organic layer was washed with water
3. 3
   Séchagebrine, dried (MgSO4)
4. 4
   Autrethe solvent evaporated
5. 5
   FiltrationThe solid was filtered off
6. 6
   Lavagewashed with hexane
7. 7
   Autredried under vacuum

Mode opératoire

The starting material 5-benzyloxy-2-fluoro-4-methylnitrobenzene was obtained by adding benzyl bromide (3 ml, 25 mmol) to a solution of 2-fluoro-5-hydroxy-4-methylnitrobenzene (3.92 mg, 23 mmol) in DMF (70 ml) containing potassium carbonate (9.5 g, 68 mmol). After stirring for 3 hours at 60° C. the mixture was diluted with water and adjusted to pH2. After extraction with ethyl acetate, the organic layer was washed with water and then brine, dried (MgSO4) and the solvent evaporated. The solid was filtered off, washed with hexane and dried under vacuum to give 5-benzyloxy-2-fluoro-4-methylnitrobenzene (4.83 g, 80%).

Source