Reacción #415932

Ecuación de reacción

cyclopentene

benzene

2-carbomethoxy-3-oxo-5-acetoxycyclopentaneacetic acid

barium sulfate

→

2-Carbomethoxy-3-Oxo-5-Acetoxycyclopentaneacetic Acid Methyl Ester

Disolventes

CHCl3

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrois hydrogenated at room temperature
2. 2
   OtroWhen the theoretical amount of hydrogen is absorbed
3. 3
   Filtracióncatalyst is filtered off
4. 4
   Otrothe solution is evaporated to dryness under vacuum
5. 5
   Otroyielding 9 g

Procedimiento

The cyclopentene acid, V, (9.5 g.) is dissolved in 180 ml. of benzene and the solution is hydrogenated at room temperature and atmospheric pressure in the presence of 0.5 g. of palladiated barium sulfate. When the theoretical amount of hydrogen is absorbed, catalyst is filtered off and the solution is evaporated to dryness under vacuum, yielding 9 g. (95%) of the methy ester of 2-carbomethoxy-3-oxo-5-acetoxycyclopentaneacetic acid with the required stereochemical configuration. The compound is a rather unstable solid, melting at 54° C; [α]d25 :- 17.8 (C=1.017% in CHCl3).

Fuente