Réaction #159015

Équation de réaction

2-[5-(6-Bromonaphthalen-2-yl)-1H-imidazol-2-yl]-pyrrolidine-1-carboxylic acid tert-butyl ester

trifluoroacetic acid

→

5-(6-Bromo-naphthalen-2-yl)-2-pyrrolidin-2-yl-1H-imidazole

Rendement 98.0%

Solvants

dichloromethane

Conditions de réaction

Traitement

1. 1
   Autreevaporated under vacuum
2. 2
   workup.DISSOLUTIONSolid was dissolved in dichloromethane (50 mL)
3. 3
   Extractionextracted with saturated NaHCO3 solution (50 mL)
4. 4
   FiltrationSolid was collected by vacuum filtration
5. 5
   Lavagewashed with dichloromethane
6. 6
   Autredried under vacuum

Mode opératoire

2-[5-(6-Bromonaphthalen-2-yl)-1H-imidazol-2-yl]-pyrrolidine-1-carboxylic acid tert-butyl ester (5.03 g) was dissolved in dichloromethane (75 mL), and trifluoroacetic acid (25 mL) was added. The reaction mixture was stirred at ambient temperature for 5 hours and evaporated under vacuum. Solid was dissolved in dichloromethane (50 mL) and extracted with saturated NaHCO3 solution (50 mL). Solid was collected by vacuum filtration, washed with dichloromethane, and dried under vacuum, giving 5-(6-Bromo-naphthalen-2-yl)-2-pyrrolidin-2-yl-1H-imidazole (98%) as an off-white solid.

Source