Acrolein → 7-Methoxyquinoline-8-carboxylic acid

HRID 64206

Reaktionsgleichung

Reaktionsgleichung von HRID 64206
[NH2:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([O:11][CH3:12])[C:3]=1[C:4]([OH:6])=[O:5].[CH:13]([CH:15]=[CH2:16])=O>O1CCOCC1>[CH3:12][O:11][C:7]1[C:3]([C:4]([OH:6])=[O:5])=[C:2]2[C:10]([CH:13]=[CH:15][CH:16]=[N:1]2)=[CH:9][CH:8]=1

Komponenten

4

Edukt 2

HCID 7847AcroleinHCID 27353572-Amino-6-methoxybenzoic Acid

Produkt 1

HCID 687745837-Methoxyquinoline-8-carboxylic acidAusbeute 20,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

In separate batches (1 g) a mixture of 2-amino-6-methoxybenzoic acid (11 g, 66 mmol) and acrolein (4.8 mL, 72 mmol) in 1,4-dioxane (66 mL) was heated in a microwave reactor for 20 min at 200° C. After combining the reactions, the mixture was concentrated and purified via silica gel chromatography (0-10% MeOH in DCM) to give the title compound (2.8 g, 20%). MS (ESI) mass calcd. for C11H19NO3, 203.1. m/z found 204.0 [M+H]+.

Aufarbeitung

  1. concentrationthe mixture was concentrated
  2. custompurified via silica gel chromatography (0-10% MeOH in DCM)

Quellen und Nachweise

ORD-Eintrag
ord-940fa1a819954d3181b3f968ebba5f7f
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09447117B2

Verknüpfte Notizen

Wird geladen…