Potassium Permanganate → N-(4-Oxo-1,2,3,4-tetrahydronaphthalen-1-yl)acetamide

HRID 372393Notes

Reaction equation

HRID 372393 reaction equation
[CH:1]1([NH:11][C:12](=[O:14])[CH3:13])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH2:2]1.[O-:15][Mn](=O)(=O)=O.[K+].[Cr]([O-])(OC(C)(C)C)(=O)=O>>[O:15]=[C:4]1[C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:1]([NH:11][C:12](=[O:14])[CH3:13])[CH2:2][CH2:3]1

Participants

4

Reactant 3

HCID 516875Potassium PermanganateHCID 11063199N-(1,2,3,4-tetrahydronaphthalen-1-yl)acetamideHCID 178454389HCID 178454389, compound

Product 1

HCID 13037024N-(4-Oxo-1,2,3,4-tetrahydronaphthalen-1-yl)acetamide

Procedure

Similarly, oxidation of N-(1,2,3,4-tetrahydro-1-naphthyl)acetamide with ceric ammonium nitrate, K2S2O8 /catalytic AgNO3, KMnO4 /catalytic ceric ammonium nitrate, t-butyl chromate, Na2Cr2O7, ceric sulfate, chromyl chloride and H2O2 /V2O5, respectively, under standard conditions and the general workup conditions described in Example 1, also affords the title compound.

Sources & evidence

ORD record
ord-2d5e3496f6384da7851a324b2ccd5605
Source dataset
uspto-grants-1978_05
Patent number
US04091018

Reaction notes

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