Reacción #10458

Ecuación de reacción

1,3-dibenzylpyrrolidine-3-carboxylic acid ethyl ester

NaOH

→

title compound

Rendimiento 76.8%

1,3-Dibenzylpyrrolidine-3-carboxylic acid

Rendimiento 76.8%

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe reaction is heated
2. 2
   Temperaturato reflux for 24 hours
3. 3
   TemperaturaThe solution is cooled
4. 4
   Concentraciónconcentrated
5. 5
   workup.DISSOLUTIONredissolved in water
6. 6
   Extracciónextracted with ether
7. 7
   Otrothe precipitated solid is collected

Procedimiento

To a solution of 1,3-dibenzylpyrrolidine-3-carboxylic acid ethyl ester (Example A18e, 13.1 g, 41 mmol) in 250 mL of methanol is added 2N NaOH (46 mL, 92 mmol) and the reaction is heated to reflux for 24 hours. The solution is cooled, concentrated, redissolved in water and extracted with ether. The pH of the aqueous layer is adjusted to 7 and the precipitated solid is collected, to give 9.3 g of the title compound, MS EI+: m/z 296 (MH+), mp 209–210° C.

Fuente