Reaktion #1715031

Reaktionsgleichung

methyl [2-methyl-4-(4-trifluoromethylphenyl)-6,7-dihydro-5H-cyclo penta[4,5]thieno[2,3-b]pyridin-3-yl]pentanoate

sodium hydroxide

→

title compound

Ausbeute 46.4%

2-[2-Methyl-4-(4-trifluoromethylphenyl)-6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-b]pyridin-3-yl]pentanoic acid

Ausbeute 46.4%

Lösungsmittel

methanol

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture was heated
2. 2
   Temperaturunder reflux for 5 h
3. 3
   Einengenthe reaction mixture was concentrated under reduced pressure
4. 4
   Extraktionextracted with ethyl acetate
5. 5
   WaschenThe organic layer was washed with water and brine
6. 6
   Trocknendried over sodium sulphate
7. 7
   Filtrationfiltered
8. 8
   Einengenconcentrated under reduced pressure
9. 9
   SonstigeThe residue was crystallized from a mixture of ethyl acetate/heptane

Vorschrift

To a solution of methyl [2-methyl-4-(4-trifluoromethylphenyl)-6,7-dihydro-5H-cyclo penta[4,5]thieno[2,3-b]pyridin-3-yl]pentanoate (0.087 g; 0.194 mmol) in methanol (4 mL) and ethanol (2 mL) was added a 5% sodium hydroxide solution (5.2 mL; 6.500 mmol). The reaction mixture was heated under reflux for 5 h. After cooling to room temperature, the reaction mixture was concentrated under reduced pressure. The residue was suspended in water, acidified with 1N HCl (pH˜2) and extracted with ethyl acetate. The organic layer was washed with water and brine, dried over sodium sulphate, filtered and concentrated under reduced pressure. The residue was crystallized from a mixture of ethyl acetate/heptane to afford 0.039 g (46%) of the title compound as a white powder.

Quelle