Water → HCID 11516966, compound

HRID 1178306Notes

Reaction equation

HRID 1178306 reaction equation
[O-:1][Mn](=O)(=O)=O.[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[C:15](=[CH:16][CH:17]=[C:18]3[CH:27]=[CH:26][CH:25]=[CH:24][C:19]3=1)[N:14]2[CH3:28].[OH2:35]>CC(C)=O>[OH:35][CH:30]1[C:31]([CH3:34])([CH3:33])[O:32][C:11]2[C:12](=[C:13]3[C:22](=[C:9]([O:8][CH3:7])[CH:10]=2)[C:21](=[O:23])[C:20]2[C:15](=[CH:16][CH:17]=[C:18]4[CH:27]=[CH:26][CH:25]=[CH:24][C:19]4=2)[N:14]3[CH3:28])[C:29]1=[O:1]

Participants

5

Reactant 3

HCID 962WaterHCID 516875Potassium PermanganateHCID 11485551HCID 11485551, compound

Product 1

HCID 11516966HCID 11516966, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Over a period of 30 minutes, add a suspension of 1.28 g of KMnO4 in 15 ml of water dropwise to a solution of 0.5 g of the product of Example 3 dissolved in 25 ml of acetone. The reaction mixture is stirred at ambient temperature for 8 hours and then, after extraction and conventional treatment, the expected product is isolated by chromatography of the residue over silica gel (dichloromethane/methanol: 98/2).

Workup

  1. additionadd
  2. extractionafter extraction and conventional treatment

Sources & evidence

ORD record
ord-829d2eff0dc144d7afefbe460319bbd4
Source dataset
uspto-grants-2007_10
Patent number
US07276512B2

Reaction notes

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