Реакция #81727

Уравнение реакции

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

K2CO3

water

methanol

→

title compound

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

Растворители

ethyl acetate

Условия реакции

Обработка

1. 1
   Температураwas heated
2. 2
   Температураat reflux overnight
3. 3
   КонцентрированиеThe reaction mixture was then concentrated
4. 4
   workup.ADDITIONThe residue was diluted with water
5. 5
   Экстракцияextracted with ethyl acetate
6. 6
   ЭкстракцияThe organic extract
7. 7
   Промывкаwas washed with brine
8. 8
   Другоеdried
9. 9
   Концентрированиеconcentrated
10. 10
    ПромывкаThe resulting solid was washed with CH3CN
11. 11
    Другоеisolated by filtration
12. 12
    Другоеto give

Методика

A mixture of methyl-17β-cyclohexylcarbonyl-estra-1,3,5(10)-triene-3-carboxylate (0.14 g, 0.34 mmol), K2CO3 (0.2 g, 1.45 mmol), water (3.0 mL) and methanol (30 mL) was heated at reflux overnight. The reaction mixture was then concentrated. The residue was diluted with water, acidified with dilute HCl and extracted with ethyl acetate. The organic extract was washed with brine, dried, and concentrated. The resulting solid was washed with CH3CN and isolated by filtration from boiling ethyl acetate to give, 0. 11 g of the title compound. mp 280°-285° C. (softened at 260° C.).

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