Sodium Hydroxide → 3-(2carboxyprop-1-enyl)-N-(3-pyridyl)indole

HRID 485348Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 485348
C([O:3][C:4]([C:6]([CH3:23])=[CH: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.[OH-].[Na+]>CO.O>[C:4]([C:6]([CH3:23])=[CH: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

5

Edukt 2

HCID 14798Sodium HydroxideHCID 539181563-[2-(ethoxycarbonyl)prop-1-enyl]-N-(3-pyridyl)indole

Produkt 1

HCID 545426033-(2carboxyprop-1-enyl)-N-(3-pyridyl)indole

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 1.1 g of 3-[2-(ethoxycarbonyl)-prop-1-enyl)-N-(3-pyridyl)indole, and 0.288 g of sodium hydroxide in 10 ml of methanol and 10 ml of water is heated under reflux for 2 hours, cooled and evaporated. The resulting oil is redissolved in 10 ml of ice water and is neutralized with 0.59 ml of concentrated hydrochloric acid. The resulting solid is filtered and dried to yield 3-(2carboxyprop-1-enyl)-N-(3-pyridyl)indole, m.p. 213°-215°.

Aufarbeitung

  1. temperatureunder reflux for 2 hours
  2. temperaturecooled
  3. customevaporated
  4. dissolutionThe resulting oil is redissolved in 10 ml of ice water
  5. filtrationThe resulting solid is filtered
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-7fda04becbe44a579bd74c36533edeea
Quelldatensatz
uspto-grants-1985_08
Patentnummer
US04536505

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