Water → HCID 10126767, compound

HRID 1595211Notes

Reaction equation

HRID 1595211 reaction equation
[Mn]([O-])(=O)(=O)=[O:2].[K+].[CH3:7][O:8][C:9]1[CH:10]=[C:11]2[O:32][C:31]([CH3:34])([CH3:33])[CH:30]=[CH:29][C:12]2=[C:13]2[C:22]=1[C:21](=[O:23])[C:20]1[CH:19]=[C:18]3[CH:24]=[CH:25][CH:26]=[CH:27][C:17]3=[CH:16][C:15]=1[N:14]2[CH3:28].[OH2:35]>CC(C)=O>[O:35]=[C:29]1[C:12]2=[C:13]3[C:22](=[C:9]([O:8][CH3:7])[CH:10]=[C:11]2[O:32][C:31]([CH3:34])([CH3:33])[CH:30]1[OH:2])[C:21](=[O:23])[C:20]1[CH:19]=[C:18]2[CH:24]=[CH:25][CH:26]=[CH:27][C:17]2=[CH:16][C:15]=1[N:14]3[CH3:28]

Participants

5

Reactant 3

HCID 962WaterHCID 516875Potassium PermanganateHCID 9799569HCID 9799569, compound

Product 1

HCID 10126767HCID 10126767, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A solution of 8.1 g of potassium permanganate diluted in 30 ml of water is slowly added at room temperature to a solution of 3.5 g of the product of Example 2 in 50 ml of acetone. After 2 hours, the solution is concentrated under reduced pressure. The residue is then mixed with silica and then chromatographed on silica gel (dichloromethane/methanol: 98/2), allowing the compound of Example 4, which is present in a small amount, to be isolated from the expected product.

Workup

  1. concentrationthe solution is concentrated under reduced pressure
  2. additionThe residue is then mixed with silica
  3. customchromatographed on silica gel (dichloromethane/methanol: 98/2)

Sources & evidence

ORD record
ord-09ee8fe9a13c4dd7afeec0bb2349df8b
Source dataset
uspto-grants-2001_09
Patent number
US06288073B1

Reaction notes

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