Reaktion #92484

ord-940fa1a819954d3181b3f968ebba5f7f

Reaktionsgleichung

COc1cccc(N)c1C(=O)O
2-amino-6-methoxybenzoic acid
C=CC=O
acrolein
COc1ccc2cccnc2c1C(=O)O
title compound
Ausbeute 20.9%
COc1ccc2cccnc2c1C(=O)O
7-methoxyquinoline-8-carboxylic acid
Ausbeute 20.9%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

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

Vorschrift

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]+.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09447117B2uspto-grants-2016_09