3-[2-(ethoxycarbonyl)ethyl]-N-(3-pyridyl)indole → 3-(2-carboxyethyl)-N-(3-pyridyl)indole

HRID 485338Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 485338
C([O:3][C:4]([CH2:6][CH2:7][C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]([C:17]2[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=2)[CH:9]=1)=[O:5])C>CO.[OH-].[Na+]>[C:4]([CH2:6][CH2:7][C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]([C:17]2[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=2)[CH:9]=1)([OH:5])=[O:3]

Komponenten

4

Edukt 1

HCID 202701823-[2-(ethoxycarbonyl)ethyl]-N-(3-pyridyl)indole

Produkt 1

HCID 134903533-(2-carboxyethyl)-N-(3-pyridyl)indole

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

A solution of 2.0 g of 3-[2-(ethoxycarbonyl)ethyl]-N-(3-pyridyl)indole in 10 ml of methanol and 10 ml of 1N sodium hydroxide is refluxed for two hours, cooled, and evaporated. The residue is taken up in 10 ml of water, extracted with 10 ml of ether and adjusted to pH=6 with concentrated sulfuric acid. The resulting solid is filtered and dried to yield 3-(2-carboxyethyl)-N-(3-pyridyl)indole, m.p. 147°-149°.

Aufarbeitung

  1. temperaturecooled
  2. customevaporated
  3. extractionextracted with 10 ml of ether
  4. filtrationThe resulting solid is filtered
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-ee34d8fe9f954488bb4d46a25f795861
Quelldatensatz
uspto-grants-1985_08
Patentnummer
US04536505

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