Anthranilic Acid → N-n-octylanthranilic acid

HRID 36313

Reaktionsgleichung

Reaktionsgleichung von HRID 36313
[C:1]([OH:10])(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[NH2:4].[OH-].[Na+].C1(C)C=CC(S(O[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])(=O)=O)=CC=1>C1(C)C=CC=CC=1>[CH2:23]([NH:4][C:3]1[C:2](=[CH:8][CH:7]=[CH:6][CH:5]=1)[C:1]([OH:10])=[O:9])[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30]

Komponenten

5

Edukt 3

HCID 227Anthranilic AcidHCID 14798Sodium HydroxideHCID 599296n-Octyl p-Toluenesulfonate

Produkt 1

HCID 15090289N-n-octylanthranilic acidAusbeute 43,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

To a solution of anthranilic acid in toluene, n-octyl p-toluenesulfonate prepared according to the conventional method was added and the mixture was refluxed at 120° C. After 6 hours, an aqueous solution of sodium hydroxide was added and the toluene layer was concentrated. N-n-octylanthranilic acid was obtained from the remaining reactant after the purification by column chromatography with the yield of 43.1%.

Aufarbeitung

  1. additionwas added
  2. concentrationthe toluene layer was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-83f0afa4f03c4cc1a583fc651ef4429b
Quelldatensatz
uspto-grants-1995_05
Patentnummer
US05413794

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