Reaktion #85441

Reaktionsgleichung

compound 674-B

3-Cyclopropyl-benzo[b]thiophene-2-carboxylic acid ethyl ester

sodium hydroxide

→

compound 674-C

Ausbeute 79.9%

3-Cyclopropyl-benzo[b]thiophene-2-carboxylic acid

Ausbeute 79.9%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturrefluxed for 2 h
2. 2
   TemperaturThe solution was cooled
3. 3
   Sonstigethe solvent was evaporated in vacuo
4. 4
   workup.DISSOLUTIONThe residue was dissolved in water
5. 5
   Waschenwashed with dichloromethane
6. 6
   Extraktionthe product was extracted into ethyl acetate
7. 7
   Waschenwashed with brine
8. 8
   Trocknendried over Na2SO4
9. 9
   Filtrationfiltered
10. 10
    Sonstigethe solvent was evaporated in vacuo

Vorschrift

A solution of compound 674-B (2.68 g, 10.9 mmol) in ethanol (30 mL) was treated with 3N aqueous sodium hydroxide (5.4 mL, 16.2 mmol) and refluxed for 2 h. The solution was cooled, and the solvent was evaporated in vacuo. The residue was dissolved in water and washed with dichloromethane. The aqueous phase was acidified with concentrated hydrochloric acid, and the product was extracted into ethyl acetate, washed with brine, dried over Na2SO4, filtered and the solvent was evaporated in vacuo, to afford 1.9 g of compound 674-C as a colorless solid. 1H-NMR (DMSO-d6): δ 0.58-1.37 (m, 4H), 2.44-2.47 (m, 1H), 7.13-7.61 (m, 2H), 7.98 (dd, 2H), 13.33 (br s, 1H).

Quelle