HCID 178491321, compound → HCID 178491320, compound

HRID 455948Notes

Reaction equation

HRID 455948 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-6410d398f744405ab985bdb690e88343
Source dataset
uspto-grants-2013_07
Patent number
US08497263B2

Reaction notes

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