Reacción #66734

Ecuación de reacción

9-oxo-3-thia-bicyclo[3.3.1]nonane-7-carboxylic acid ethyl ester

water

sodium hydroxide

→

9-oxo-3-thia-bicyclo[3.3.1]nonane-7-carboxylic acid

Rendimiento 50.4%

Disolventes

THF

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrowas evaporated
2. 2
   LavadoThe remaining aqueous layer was washed with ethyl acetate
3. 3
   Filtraciónthe resulting precipitate was filtered
4. 4
   Otrodried

Procedimiento

To a solution of 9-oxo-3-thia-bicyclo[3.3.1]nonane-7-carboxylic acid ethyl ester (5 g, 22 mmol) in a THF (55 ml)/water (30 ml) mixture at 0° C. was added dropwise a 1N sodium hydroxide solution (24 ml, 24 mmol). The reaction mixture was stirred at room temperature overnight, then heated to 60° C. for 1 hour before THF was evaporated. The remaining aqueous layer was washed with ethyl acetate, acidified with 1N HCl, the resulting precipitate was filtered and dried to yield 9-oxo-3-thia-bicyclo[3.3.1]nonane-7-carboxylic acid (2.22 g) as a solid.

Fuente