Ceric ammonium nitrate → HCID 42598871, compound

HRID 1755532Notes

Reaction equation

HRID 1755532 reaction equation
[OH:1][C:2]1[C:3]([CH3:20])=[C:4]2[C:9](=[C:10]([CH3:13])[C:11]=1[CH3:12])[O:8][C:7]([CH3:19])([C:14]([N:16]([CH3:18])[CH3:17])=[O:15])[CH2:6][CH2:5]2.[O:21]=[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+]>>[OH:21][C:7]([CH3:19])([CH2:6][CH2:5][C:4]1[C:9](=[O:8])[C:10]([CH3:13])=[C:11]([CH3:12])[C:2](=[O:1])[C:3]=1[CH3:20])[C:14]([N:16]([CH3:18])[CH3:17])=[O:15]

Participants

3

Reactant 2

HCID 180504Ceric ammonium nitrateHCID 67263064HCID 67263064, compound

Product 1

HCID 42598871HCID 42598871, compoundYield 95.4%

Procedure

Oxidation as described in protocol B, using 138.6 mg (0.50 mmol) of 6-hydroxy-N,N,2,5,7,8-hexamethylchroman-2-carboxamide and 560 mg CAN (1.02 mmol) yielded 139.9 mg of 2-hydroxy-N,N,2-trimethyl-4-(2,4,5-trimethyl-3,6-dioxocyclohexa-1,4-dienyl)butanamide as a yellow oil.

Sources & evidence

ORD record
ord-8107df0c262b49258cd25d4cd4fd6450
Source dataset
uspto-grants-2015_10
Patent number
US09169196B2

Reaction notes

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