Potassium Permanganate → HCID 89741732, compound

HRID 2206586Notes

Reaction equation

HRID 2206586 reaction equation
[CH3:1][O:2][CH2:3][C:4]([N:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9]([CH:16]=[O:17])=[C:8]1[CH3:18])([CH3:6])[CH3:5].[Mn]([O-])(=O)(=O)=[O:20].[K+]>CC(C)=O.O>[CH3:1][O:2][CH2:3][C:4]([N:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9]([C:16]([OH:20])=[O:17])=[C:8]1[CH3:18])([CH3:6])[CH3:5]

Participants

5

Reactant 2

HCID 516875Potassium PermanganateHCID 89739279HCID 89739279, compound

Product 1

HCID 89741732HCID 89741732, compoundYield 95.7%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Procedure

To a solution of 1-(1-methoxy-2-methylpropan-2-yl)-2-methyl-1H-indole-3-carbaldehyde (50 mg, 0.2 mmol) in acetone (2 mL) and water (2 mL) was added potassium permanganate (95 mg, 0.6 mmol). The resulting reaction mixture was allowed to stir for 3 hours at room temperature. The reaction mixture was lyophilized directly to give 1-(1-methoxy-2-methylpropan-2-yl)-2-methyl-1H-indole-3-carboxylic acid (50 mg, 94%) as a brown solid. LCMS (M+H+) m/z: calcd. 261.14. found 261.9.

Workup

  1. customThe resulting reaction mixture

Sources & evidence

ORD record
ord-855d0aebc18e491983c360ee8c9e8e40
Source dataset
uspto-grants-2016_06
Patent number
US09371331B2

Reaction notes

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