Reacción #81724

Ecuación de reacción

methyl 17β-benzoyl-estra-1,3,5(10)-triene-3-carboxylate

K2CO3

water

→

title compound

17β-Benzoyl-estra-1,3,5(10)-triene-3-carboxylic Acid

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas heated
2. 2
   Temperaturaat reflux for 5 h
3. 3
   OtroThe volatiles were then removed at reduced pressure
4. 4
   workup.ADDITIONthe residue was diluted with water
5. 5
   Extracciónextracted with EtOAc
6. 6
   ExtracciónThe organic extract
7. 7
   Lavadowas washed with water and brine
8. 8
   Otrodried
9. 9
   Otroevaporated to dryness

Procedimiento

A mixture of methyl 17β-benzoyl-estra-1,3,5(10)-triene-3-carboxylate (60 mg, 0.15 mmol), K2CO3 (60 mg, 0.44 mmol), water (1 mL), and methanol (9 mL) was heated at reflux for 5 h. The volatiles were then removed at reduced pressure and the residue was diluted with water, acidified with dilute aqueous HCl, and extracted with EtOAc. The organic extract was washed with water and brine, dried, and evaporated to dryness. Trituration of the residue with acetone and methanol provided the title compound as a white solid, mp 240°-243° C.

Fuente