HCID 19348451, compound → HCID 19348778, compound

HRID 1637453Notes

Reaction equation

HRID 1637453 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11](=[O:13])[NH2:12])=[CH:7][C:6]=1[NH:14][C:15](=[O:33])[CH2:16][CH:17]([C:23]1[CH:28]=[CH:27][C:26]([CH2:29][OH:30])=[CH:25][C:24]=1[O:31][CH3:32])[CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])([CH3:4])([CH3:3])[CH3:2]>[O-2].[O-2].[Mn+4]>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11](=[O:13])[NH2:12])=[CH:7][C:6]=1[NH:14][C:15](=[O:33])[CH2:16][CH:17]([C:23]1[CH:28]=[CH:27][C:26]([CH:29]=[O:30])=[CH:25][C:24]=1[O:31][CH3:32])[CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])([CH3:2])([CH3:3])[CH3:4]

Participants

3

Reactant 1

HCID 19348451HCID 19348451, compound

Product 1

HCID 19348778HCID 19348778, compoundYield 95.3%

Reagents, catalysts & solvents 1

HCID 178418406HCID 178418406, compoundCatalyst

Procedure

7.60 g (87.4 mmol) of manganese dioxide were added to a solution of 1.98 g (4.36 mmol) of N-(2-t-butyl-5-carbamoylphenyl)-3-(4-hydroxymethyl-2-methoxyphenyl)octanamide (prepared as described in Example 109), and the resulting mixture was stirred at room temperature for 6 hours. At the end of this time, the reaction mixture was filtered using a Celite (trade mark) filter aid to remove the oxidizing agent used. The filtrate was then concentrated by evaporation under reduced pressure, to give 1.88 g (yield 95%) of the title compound as a foam-like substance.

Workup

  1. filtrationAt the end of this time, the reaction mixture was filtered
  2. filtrationfilter aid
  3. customto remove the oxidizing agent
  4. concentrationThe filtrate was then concentrated by evaporation under reduced pressure

Sources & evidence

ORD record
ord-88c9ba57fdc3491d8518b7bcf64187f1
Source dataset
uspto-grants-2000_03
Patent number
US06040339

Reaction notes

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