Potassium Carbonate → 1-Methyl-4-oxo-1,4-dihydroquinol-3-yl benzoate

HRID 358655Notes

Reaction equation

HRID 358655 reaction equation
[C:1]([O:9][CH2:10][C:11]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[N:19]([CH3:22])[CH:20]=O)=[O:12])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[C:1]([O:9][C:10]1[C:11](=[O:12])[C:13]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[N:19]([CH3:22])[CH:20]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 867446442-[2-(N-methylformamido)phenyl]-2-oxoethyl benzoate

Product 1

HCID 539443861-Methyl-4-oxo-1,4-dihydroquinol-3-yl benzoate

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 2-[2-(N-methylformamido)phenyl]-2oxoethyl benzoate (84 g), potassium carbonate (39.2 g) and dry dimethylformamide (1100 ml) was stirred at 50 to 60° for 4 hours. The solvent was removed under reduced pressure at 60° and the residue was triturated with water (700 ml). The resultant solid was collected by filtration and washed with water (4×250 ml) followed by diethyl ether (250 ml) to give the novel compound 1-methyl-4-oxo-1,4-dihydroquinol-3-yl benzoate, m.p.2)5-21 7°.

Workup

  1. customThe solvent was removed under reduced pressure at 60°
  2. customthe residue was triturated with water (700 ml)
  3. filtrationThe resultant solid was collected by filtration
  4. washwashed with water (4×250 ml)

Sources & evidence

ORD record
ord-d7be89e70498425fb8437014993df7e0
Source dataset
uspto-grants-1991_03
Patent number
US04997840

Reaction notes

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