Potassium Permanganate → HCID 12898485, compound

HRID 1579392Notes

Reaction equation

HRID 1579392 reaction equation
[CH3:1][CH:2]([CH3:20])[CH:3]([C:5]1[CH:6]=[CH:7][C:8]2[O:17][C:12]3=[N:13][CH:14]=[CH:15][CH:16]=[C:11]3[C:10](=[O:18])[C:9]=2[CH:19]=1)[OH:4].[Mn]([O-])(=O)(=O)=O.[K+]>CC(C)=O>[C:3]([C:5]1[CH:6]=[CH:7][C:8]2[O:17][C:12]3=[N:13][CH:14]=[CH:15][CH:16]=[C:11]3[C:10](=[O:18])[C:9]=2[CH:19]=1)(=[O:4])[CH:2]([CH3:20])[CH3:1]

Participants

4

Reactant 2

HCID 516875Potassium PermanganateHCID 13207925HCID 13207925, compound

Product 1

HCID 12898485HCID 12898485, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 2.7 g of 2-methyl-1-(5-oxo-5H-[1]benzopyrano[2,3-b]pyridin-7-yl)-1-propanol, 60 ml of acetone and 1.5 g of potassium permanganate is refluxed for 6 hours. The reaction mixture is filtered, and the residue is washed thoroughly was chloroform. The filtrate and washings are concentrated, and the residue is purified by column chromatography on silica gel with chloroform as eluent, and further by recrystallization from ethanol to give 7-isobutyryl-5-oxo-5H-[1]benzopyrano[2,3-b]pyridine melting at 155°-156°C.

Workup

  1. temperatureis refluxed for 6 hours
  2. filtrationThe reaction mixture is filtered
  3. washthe residue is washed thoroughly was chloroform
  4. concentrationThe filtrate and washings are concentrated
  5. customthe residue is purified by column chromatography on silica gel with chloroform as eluent
  6. customfurther by recrystallization from ethanol

Sources & evidence

ORD record
ord-a725107989af4e2292a9931ddceeaf04
Source dataset
uspto-grants-1976_01
Patent number
US03931199

Reaction notes

Loading…