Reaction #336849

ord-aca77ffdeac44d3e983f530c8670cda2

Reaction equation

CCOC(=O)C(=CNc1ccccc1)C(=O)OCC
2-phenylaminomethylene-malonic acid diethyl ester
CCOC(=O)c1cnc2ccccc2c1O
ethyl 4-hydroxy-quinoline-3-carboxylate
CCOC(=O)c1cnc2ccccc2c1O
Ethyl 4-hydroxy-quinoline-3-carboxylate

Solvents

Conditions

Temperature
80°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Filtrationsolid was collected by filtration
  2. 2
    Washwashed with hexane

Procedure

The 2-phenylaminomethylene-malonic acid diethyl ester was refluxed in Dowtherm® for 15 min to 2 h. The reaction mixture was cooled to 80° C. and solid was collected by filtration and washed with hexane to yield crude ethyl 4-hydroxy-quinoline-3-carboxylate 2a which was used in next step without further purification.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07863266B2uspto-grants-2011_01