HCID 178491321, compound → HCID 178491320, compound

HRID 423189Notes

Reaction equation

HRID 423189 reaction equation
[OH:1][C:2]1[C:3](=[O:31])[N:4]([C:23]2[CH:28]=[CH:27][C:26]([CH2:29][OH:30])=[CH:25][CH:24]=2)[CH:5]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:6]=1[C:7](=[O:16])[C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][CH:9]=1>[O-2].[Mn+2].CC(C)=O>[CH:29]([C:26]1[CH:27]=[CH:28][C:23]([N:4]2[CH:5]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[C:6]([C:7](=[O:16])[C:8]3[CH:9]=[CH:10][C:11]([O:14][CH3:15])=[CH:12][CH:13]=3)=[C:2]([OH:1])[C:3]2=[O:31])=[CH:24][CH:25]=1)=[O:30]

Participants

4

Reactant 1

HCID 178491321HCID 178491321, compound

Product 1

HCID 178491320HCID 178491320, compound

Reagents, catalysts & solvents 2

HCID 160959Manganese oxideCatalyst2×HCID 180AcetoneSolvent

Procedure

To a mixture of 3-hydroxy-1-(4-hydroxymethylphenyl)-4-(4-methoxy-benzoyl)-5-phenyl-1,5-dihydropyrrol-2-one (0.125 g, 0.3 mmol) and acetone (20 mL) was added manganese oxide (IV) (0.625 g, 7.18 mmol). The mixture was stirred at r.t. for 2.5 hr. Manganese oxide (IV) (0.625 g, 7.18 mmol) was added to the mixture, and the mixture was stirred at r.t. for 4.5 hr. The mixture was filtrated by celite, the filtrate was concentrated under reduced pressure to give a crude product of 1-(4-formylphenyl)-3-hydroxy-4-(4-methoxybenzoyl)-5-phenyl-1,5-dihydropyrrol-2-one. Methanol was added to prepare a 0.1M methanol solution of the crude product.

Workup

  1. stirringthe mixture was stirred at r.t. for 4.5 hr
  2. filtrationThe mixture was filtrated by celite
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-60ea41c0fe7a4a858726d90ce7893d70
Source dataset
uspto-grants-2012_01
Patent number
US08101644B2

Reaction notes

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