Réaction #11328

Équation de réaction

4-fluorobenzylbromide

sodium hydride

2-acetylpyrrole

→

2-acetyl-1-(4-fluorobenzyl)pyrrole

Rendement 99.7%

Solvants

DMF

DMF

DMF

Conditions de réaction

Traitement

1. 1
   Températurecooled again
2. 2
   workup.STIRRINGThe reaction solution was stirred at room temperature for 1 hour
3. 3
   Extractionextracted with ethylacetate
4. 4
   LavageThe ethyl acetate was washed with water
5. 5
   Autredried
6. 6
   AutreThe solvent was evaporated

Mode opératoire

To a suspension of sodium hydride (60% in mineral oil, 1.32 g, 33 mmol) in DMF (30 ml) was added at an ice bath temperature a solution of 2-acetylpyrrole (3.27 g, 30 mmol) in DMF (5 ml). The mixture was stirred at room temperature for 15 minutes and cooled again. To the solution was added dropwise a solution of 4-fluorobenzylbromide (6.24 g, 33 mmol) in DMF (2 ml). The reaction solution was stirred at room temperature for 1 hour and poured into ice-water, and then extracted with ethylacetate. The ethyl acetate was washed with water and dried. The solvent was evaporated to give 2-acetyl-1-(4-fluorobenzyl)pyrrole (6.5 g) as an oil quantitatively.

Source