Hydrochloric Acid → 5-cyano-1H-indole-2-carboxylic Acid

HRID 480069ノート

反応式

HRID 480069 の反応式
C([O:3][C:4]([C:6]1[NH:7][C:8]2[C:13]([CH:14]=1)=[CH:12][C:11]([C:15]#[N:16])=[CH:10][CH:9]=2)=[O:5])C.C(O)C.[OH-].[K+].Cl>O>[C:15]([C:11]1[CH:12]=[C:13]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6]([C:4]([OH:5])=[O:3])=[CH:14]2)#[N:16]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14797Potassium HydroxideHCID 4714953Ethyl 5-cyanoindole-2-carboxylate

生成物 1

HCID 71446255-cyano-1H-indole-2-carboxylic Acid

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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%).

後処理

  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%)

出典と根拠

ORDレコード
ord-25912878a990425c9d20026f53177011
出典データセット
uspto-grants-2003_11
特許番号
US06649634B2

反応ノート

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