Reacción #641302

Ecuación de reacción

Methyl 1-cyclopentyl-5-oxoprolinate

sodium hydroxide

→

1-cyclopentyl-5-oxoproline

Disolventes

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe ethanol was then evaporated under vacuum
2. 2
   workup.ADDITIONthe aqueous residue was acidified to pH1 by the addition of 2N aqueous hydrogen chloride
3. 3
   Extracciónthis was then extracted with a 3:1 mixture of chloroform and isopropanol
4. 4
   LavadoThe aqueous layer was washed with more dichloromethane
5. 5
   Otrothe combined organic fractions were evaporated

Procedimiento

Methyl 1-cyclopentyl-5-oxoprolinate (0.560 g, 2.65 mmol) was dissolved in ethanol (10 ml) and cooled to 0° C. in an ice-bath. 2M aqueous sodium hydroxide (5 ml) was added and the mixture was stirred at ice temperature for 4 hrs. The ethanol was then evaporated under vacuum and the aqueous residue was acidified to pH1 by the addition of 2N aqueous hydrogen chloride. The volume of resulting aqueous mixture was reduced under vacuum to ˜3 ml and this was then extracted with a 3:1 mixture of chloroform and isopropanol respectively using a phase separator. The aqueous layer was washed with more dichloromethane and then the combined organic fractions were evaporated to give crude 1-cyclopentyl-5-oxoproline which was used in subsequent reactions without further purification.

Fuente