HCID 12854436, compound → HCID 12854441, compound

HRID 2166877Notes

Reaction equation

HRID 2166877 reaction equation
[CH3:1][N:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5](=[O:12])[C:4]([CH2:13][OH:14])=[CH:3]1>CN(C=O)C.[O-2].[O-2].[Mn+4]>[CH3:1][N:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5](=[O:12])[C:4]([CH:13]=[O:14])=[CH:3]1

Participants

4

Reactant 1

HCID 12854436HCID 12854436, compound

Product 1

HCID 12854441HCID 12854441, compound

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

The 1-methyl-3-hydroxymethyl-4(1H)-quinolone from preparation 1 (18.9 g) was dissolved in DMF (300 ml) and activated manganese dioxide (280 g), added. The mixture was stirred at 80° C. for 16 hours, after which t.l.c. showed the reaction to be complete. The reaction mixture was filtered, the filtrates evaporated to dryness, and the solid residue washed with water to give the desired product 1-methyl-3-formyl-4(1H)-quinolone, m.p. 210°-212° C.

Workup

  1. customthe reaction
  2. filtrationThe reaction mixture was filtered
  3. customthe filtrates evaporated to dryness
  4. washthe solid residue washed with water

Sources & evidence

ORD record
ord-cb8eb4f2ff634a72bcce9a2d3559f76a
Source dataset
uspto-grants-1983_06
Patent number
US04390541

Reaction notes

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