Ceric ammonium nitrate → HCID 42599124, compound

HRID 1755547Notes

Reaction equation

HRID 1755547 reaction equation
[CH:1]1([NH:4][C:5]([C:7]2([CH3:21])[CH2:16][CH2:15][C:14]3[C:9](=[C:10]([CH3:20])[C:11]([CH3:19])=[C:12]([OH:18])[C:13]=3[CH3:17])[O:8]2)=[O:6])[CH2:3][CH2:2]1.[O:22]=[N+]([O-])[O-].[O-][N+](=O)[O-].[O-][N+](=O)[O-].[O-][N+](=O)[O-].[O-][N+](=O)[O-].[O-][N+](=O)[O-].[Ce+4].[NH4+].[NH4+]>>[CH:1]1([NH:4][C:5](=[O:6])[C:7]([OH:22])([CH3:21])[CH2:16][CH2:15][C:14]2[C:9](=[O:8])[C:10]([CH3:20])=[C:11]([CH3:19])[C:12](=[O:18])[C:13]=2[CH3:17])[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 180504Ceric ammonium nitrateHCID 67263055HCID 67263055, compound

Product 1

HCID 42599124HCID 42599124, compoundYield 37.9%

Procedure

Oxidation as described in protocol B, using 100 mg (0.346 mmol) of N-cyclopropyl-6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxamide and 417 mg CAN (0.762 mmol) yielded 40 mg of N-cyclopropyl-2-hydroxy-2-methyl-4-(2,4,5-trimethyl-3,6-dioxocyclohexa-1,4-dienyl)butanamide as a yellow oil.

Sources & evidence

ORD record
ord-419592d53f2e4ad6a571c4cdca73822d
Source dataset
uspto-grants-2015_10
Patent number
US09169196B2

Reaction notes

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