Potassium Permanganate → Y 9000

HRID 1579391Notes

Reaction equation

HRID 1579391 reaction equation
[Mn]([O-])(=O)(=O)=[O:2].[K+].[C:7]([C:10]1[CH:11]=[CH:12][C:13]2[O:22][C:17]3=[N:18][CH:19]=[CH:20][CH:21]=[C:16]3[CH2:15][C:14]=2[CH:23]=1)(=[O:9])[CH3:8]>CC(C)=O>[C:7]([C:10]1[CH:11]=[CH:12][C:13]2[O:22][C:17]3=[N:18][CH:19]=[CH:20][CH:21]=[C:16]3[C:15](=[O:2])[C:14]=2[CH:23]=1)(=[O:9])[CH3:8]

Participants

4

Reactant 2

HCID 516875Potassium PermanganateHCID 12883730HCID 12883730, compound

Product 1

HCID 198324Y 9000

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

12.5 g of potassium permanganate is added in small portions to a solution of 9 g of 7-acetyl-5H-[1]benzopyrano[2,3-b]pyridine in 180 ml of acetone at 10°-15°C. The mixture is stirred at room temperature for 1 hour. The reaction mixture is filtered, and the crystalline residue is washed thoroughly with chloroform. The filtrate and washings are concentrated, and the residue is recrystallized from toluene to give 7-acetyl-5-oxo-5H-[1]benzopyrano[2,3-b]pyridine melting at 195°-197°C.

Workup

  1. filtrationThe reaction mixture is filtered
  2. washthe crystalline residue is washed thoroughly with chloroform
  3. concentrationThe filtrate and washings are concentrated
  4. customthe residue is recrystallized from toluene

Sources & evidence

ORD record
ord-0c1b55c5cf6c4917b6be16ce9baf968e
Source dataset
uspto-grants-1976_01
Patent number
US03931199

Reaction notes

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