Ceric ammonium nitrate → HCID 42598872, compound

HRID 1898677Notes

Reaction equation

HRID 1898677 reaction equation
[CH2:1]([NH:3][C:4]([C:6]1([CH3:20])[CH2:15][CH2:14][C:13]2[C:8](=[C:9]([CH3:19])[C:10]([CH3:18])=[C:11]([OH:17])[C:12]=2[CH3:16])[O:7]1)=[O:5])[CH3:2].[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+]>>[CH2:1]([NH:3][C:4](=[O:5])[C:6]([OH:21])([CH3:20])[CH2:15][CH2:14][C:13]1[C:8](=[O:7])[C:9]([CH3:19])=[C:10]([CH3:18])[C:11](=[O:17])[C:12]=1[CH3:16])[CH3:2]

Participants

3

Reactant 2

HCID 180504Ceric ammonium nitrateHCID 67262995HCID 67262995, compound

Product 1

HCID 42598872HCID 42598872, compoundYield 91.1%

Procedure

Oxidation as described in protocol B, using 100 mg (0.360 mmol) of N-ethyl-6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxamide and 415 mg CAN (0.757 mmol) yielded 96.2 mg of N-ethyl-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-3128ee97a1a6443d83a9299a0e85ad11
Source dataset
uspto-grants-2013_08
Patent number
US08519001B2

Reaction notes

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