Sodium Hydroxide → 1-methylindole-2,7-dicarboxylic Acid

HRID 1067765Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1067765
[C:1]([C:5]1[CH:6]=[CH:7][CH:8]=[C:9]2[C:13]=1[N:12]([CH3:14])[C:11]([C:15]([O:17]CC)=[O:16])=[CH:10]2)([O:3]C)=[O:2].[OH-].[Na+]>C(O)C>[CH3:14][N:12]1[C:13]2[C:9](=[CH:8][CH:7]=[CH:6][C:5]=2[C:1]([OH:3])=[O:2])[CH:10]=[C:11]1[C:15]([OH:17])=[O:16]

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 10825291Ethyl 7-carbomethoxy-1-methyl-2-indolecarboxylate

Produkt 1

HCID 108465121-methylindole-2,7-dicarboxylic AcidAusbeute 107,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 5.20 g (19.9 mmol) of ethyl 7-carbomethoxy-1-methyl-2-indolecarboxylate, 90 ml of 2N sodium hydroxide and 150 ml of ethanol was refluxed for 3 hours. The reaction mixture was concentrated under reduced pressure and ice water was added to the residue. 2N hydrochloric acid was added to acidify the reaction mixture. The precipitated solid was filtered and dried under reduced pressure to give 4.70 g (>99%) of 1-methylindole-2,7-dicarboxylic acid.

Aufarbeitung

  1. temperaturewas refluxed for 3 hours
  2. concentrationThe reaction mixture was concentrated under reduced pressure and ice water
  3. additionwas added to the residue
  4. addition2N hydrochloric acid was added
  5. filtrationThe precipitated solid was filtered
  6. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-abc21a79c3b040589527faeaf14517b9
Quelldatensatz
uspto-grants-2001_06
Patentnummer
US06248772B1

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