Reacción #56615

Ecuación de reacción

(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

Disolventes

NaHCO3

ethyl acetate

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONare added
2. 2
   TemperaturaThe yellow suspension is heated
3. 3
   Temperaturaunder reflux for 3 h
4. 4
   Filtraciónfiltered through kieselguhr
5. 5
   SecadoThe combined organic phases are dried (Na2SO4)
6. 6
   Concentraciónconcentrated under reduced pressure

Procedimiento

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.

Fuente