Réaction #56615

Équation de réaction

(5R)-1-allyl-5-[4′-(trifluoromethoxy)-1,1′-biphenyl-4-yl]-2-pyrrolidinone

p-toluenesulphonic acid hydrate

THF

H2O

→

(5R)-5-[4′-(Trifluoromethoxy)-1,1′-biphenyl-4-yl]-2-pyrrolidinone

Solvants

NaHCO3

ethyl acetate

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONare added
2. 2
   TempératureThe yellow suspension is heated
3. 3
   Températureunder reflux for 3 h
4. 4
   Filtrationfiltered through kieselguhr
5. 5
   SéchageThe combined organic phases are dried (Na2SO4)
6. 6
   Concentrationconcentrated under reduced pressure

Mode opératoire

Under argon, (5R)-1-allyl-5-[4′-(trifluoromethoxy)-1,1′-biphenyl-4-yl]-2-pyrrolidinone (XVII-1) (0.41 g, 1.14 mmol) is initially charged in a Schlenk tube together with Pd[PPh3]4 (131.7 mg, 0.114 mmol) and p-toluenesulphonic acid hydrate (0.52 g, 2.74 mmol), and THF (2 ml, degassed) and 1 ml of H2O are added. The yellow suspension is heated under reflux for 3 h. For work-up, the mixture, which was cooled to room temperature, is diluted with NaHCO3 solution and admixed with ethyl acetate and filtered through kieselguhr. The combined organic phases are dried (Na2SO4) and concentrated under reduced pressure.

Source