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

HRID 651156ノート

反応式

HRID 651156 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. 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. temperatureThe mixture was cooled in an ice bath
  5. filtrationfiltered
  6. washthe resulting colorless solid washed with cold water
  7. customdried (1.51 g)
  8. temperaturecooled
  9. customgiving a solid which
  10. filtrationwas filtered
  11. washwashed with cold ethyl acetate
  12. customdried
  13. customHPLC (60/40) 3.09 minutes (97%)

出典と根拠

ORDレコード
ord-c727cd986b5f4505a85a351047d16623
出典データセット
uspto-grants-2001_08
特許番号
US06277877B1

反応ノート

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