Reacción #75217

Ecuación de reacción

hydrogen

7-thia-13-prostynoic acid

→

semisolid

Rendimiento 85.6%

7-Thiaprostanoic Acid

Rendimiento 85.6%

Disolventes

ethyl acetate

ethyl acetate

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroAfter 5 hrs the catalyst was removed by filtration
2. 2
   Lavadowashed with ethyl acetate
3. 3
   Otrothe combined filtrates evaporated

Procedimiento

To a suspension of 50 mg of 10% palladium on charcoal in 1 ml of ethyl acetate, which had been pre-reduced with hydrogen gas was added 7-thia-13-prostynoic acid (15 mg) in 1.5 ml of ethyl acetate. After 5 hrs the catalyst was removed by filtration washed with ethyl acetate and the combined filtrates evaporated to yield 13 mg of a semisolid. Analysis by nmr indicated that there still remained starting material plus some 7-thia-13-cis-prostenoic acid. The material was therefore reduced again with 50 mg of fresh palladium catalyst for 1/2 hour and the reduced material isolated by filtration and removal of the solvent. 8 Milligrams of the saturated acid was obtained, which after recrystallization from hexane melted at 40°-41°.

Fuente