Ceric ammonium nitrate → HCID 42598873, compound

HRID 2428222Notes

Reaction equation

HRID 2428222 reaction equation
[CH2:1]([NH:8][C:9]([C:11]1([CH3:25])[CH2:20][CH2:19][C:18]2[C:13](=[C:14]([CH3:24])[C:15]([CH3:23])=[C:16]([OH:22])[C:17]=2[CH3:21])[O:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[O:26]=[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:8][C:9](=[O:10])[C:11]([OH:26])([CH3:25])[CH2:20][CH2:19][C:18]1[C:13](=[O:12])[C:14]([CH3:24])=[C:15]([CH3:23])[C:16](=[O:22])[C:17]=1[CH3:21])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 180504Ceric ammonium nitrateHCID 67263080HCID 67263080, compound

Product 1

HCID 42598873HCID 42598873, compoundYield 87.9%

Procedure

Oxidation as described in protocol B, using 130 mg (0.383 mmol) of N-benzyl-6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxamide and 441 mg CAN (0.805 mmol) yielded 119.7 mg of N-benzyl-2-hydroxy-2-methyl-4-(2,4,5-trimethyl-3,6-dioxocyclohexa-1,4-dienyl)butanamide as a yellow foam.

Sources & evidence

ORD record
ord-779a0445a7f04af69a4dec893dd4290a
Source dataset
uspto-grants-2011_06
Patent number
US07968746B2

Reaction notes

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