Hexane → 6-methoxy-7-methyl-1H-quinolin-4-one

HRID 228865Notes

Reaction equation

HRID 228865 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[CH3:13])[NH:9][CH:8]=[C:7](C(O)=O)[C:6]2=[O:17].CCCCCC>C1(OC2C=CC=CC=2)C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[CH3:13])[NH:9][CH:8]=[CH:7][C:6]2=[O:17]

Participants

4

Reactant 2

HCID 8058HexaneHCID 123690366-Methoxy-7-methyl-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

Product 1

HCID 230784266-methoxy-7-methyl-1H-quinolin-4-oneYield 93%

Reagents, catalysts & solvents 1

HCID 7583Diphenyl EtherSolvent

Procedure

6-Methoxy-7-methyl-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (22 g) was suspended in diphenyl ether (200 ml), and the suspension was heated under reflux overnight. The reaction solution was cooled to room temperature, hexane was then added to the reaction solution, and the precipitated crystal was collected by filtration to give 6-methoxy-7-methyl-1H-quinolin-4-one (16.6 g, yield 93%).

Workup

  1. temperaturethe suspension was heated
  2. temperatureunder reflux overnight
  3. filtrationthe precipitated crystal was collected by filtration

Sources & evidence

ORD record
ord-4b02311bff3f49bdbaa1d772b7cd53d7
Source dataset
uspto-grants-2009_07
Patent number
US07560558B2

Reaction notes

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