反应详情

5-Cyano-1H-indole-2-carboxylic acid ethyl ester (1.71 g, 8.0 mmol) was added to a solution of ethanol (10 mL) and potassium hydroxide (2 g) and the resulting mixture heated at reflux for 1 hour. Water was added to dissolve the precipitate, and 6N HCl was added to bring the pH to 1. A precipitate formed. The mixture was cooled in an ice bath, filtered, and the resulting colorless solid washed with cold water and dried (1.51 g). A portion (1.4 g) was suspended in hot acetic acid (40 mL) and cooled giving a solid which was filtered, washed with cold ethyl acetate and dried: Yield 980 mg 70%; HPLC (60/40) 3.09 minutes (97%).

1. temperaturethe resulting mixture heated
2. temperatureat reflux for 1 hour
3. additionwas added
4. customA precipitate formed
5. temperatureThe mixture was cooled in an ice bath
6. filtrationfiltered
7. washthe resulting colorless solid washed with cold water
8. customdried (1.51 g)
9. temperaturecooled
10. customgiving a solid which
11. filtrationwas filtered
12. washwashed with cold ethyl acetate
13. customdried
14. customHPLC (60/40) 3.09 minutes (97%)