HCID 60026743, compound → HCID 60026669, compound

HRID 400679Notes

Reaction equation

HRID 400679 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:11]([CH3:32])([CH3:31])[CH2:12][C:13]([CH2:19][C:20]2[NH:28][C:27]3[C:22](=[N:23][C:24]([CH2:29][OH:30])=[CH:25][CH:26]=3)[CH:21]=2)([OH:18])[C:14]([F:17])([F:16])[F:15])[C:5]2[O:9][CH2:8][CH2:7][C:6]=2[CH:10]=1>CC(C)=O.[O-2].[Mn+4].[O-2]>[Cl:1][C:2]1[CH:3]=[C:4]([C:11]([CH3:32])([CH3:31])[CH2:12][C:13]([OH:18])([C:14]([F:17])([F:16])[F:15])[CH2:19][C:20]2[NH:28][C:27]3[C:22](=[N:23][C:24]([CH:29]=[O:30])=[CH:25][CH:26]=3)[CH:21]=2)[C:5]2[O:9][CH2:8][CH2:7][C:6]=2[CH:10]=1

Participants

4

Reactant 1

HCID 60026743HCID 60026743, compound

Product 1

HCID 60026669HCID 60026669, compoundYield 74%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 180AcetoneSolvent

Procedure

To a solution of alcohol of Example 93 (0.882 g, 1.88 mmol) in 25 mL of acetone was added manganese (IV) oxide (3.99 g, 9.41 mmol). The black suspension was stirred at room temperature for 1 hour. The solution was filtered through diatomaceous earth and the acetone was evaporated in vacuo to give the title compound (0.625 g, 74.0% yield) as a yellow foam.

Workup

  1. filtrationThe solution was filtered through diatomaceous earth
  2. customthe acetone was evaporated in vacuo

Sources & evidence

ORD record
ord-cfa037d0399d4d09a6b49df649170189
Source dataset
uspto-grants-2014_06
Patent number
US08741897B2

Reaction notes

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