Ceric ammonium nitrate → HCID 42598878, compound

HRID 2428229Notes

Reaction equation

HRID 2428229 reaction equation
[OH:1][C:2]1[C:3]([CH3:23])=[C:4]2[C:9](=[C:10]([CH3:13])[C:11]=1[CH3:12])[O:8][C:7]([CH3:22])([C:14]([NH:16][CH2:17][CH2:18][CH:19]([CH3:21])[CH3:20])=[O:15])[CH2:6][CH2:5]2.[O:24]=[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:24][C:7]([CH3:22])([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[CH3:23])[C:14]([NH:16][CH2:17][CH2:18][CH:19]([CH3:21])[CH3:20])=[O:15]

Participants

3

Reactant 2

HCID 180504Ceric ammonium nitrateHCID 67262973HCID 67262973, compound

Product 1

HCID 42598878HCID 42598878, compoundYield 95.5%

Procedure

Oxidation as described in protocol B, using 101 mg (0.316 mmol) of 6-hydroxy-N-isopentyl-2,5,7,8-tetramethylchroman-2-carboxamide and 380 mg CAN (0.694 mmol) yielded 101.2 mg of 2-hydroxy-N-isopentyl-2-methyl-4-(2,4,5-trimethyl-3,6-dioxocyclohexa-1,4-dienyl)butanamide as a yellow oil.

Sources & evidence

ORD record
ord-31d17fa8861843808580ed8b75c99336
Source dataset
uspto-grants-2011_06
Patent number
US07968746B2

Reaction notes

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