Ceric ammonium nitrate → HCID 42599128, compound

HRID 2428245Notes

Reaction equation

HRID 2428245 reaction equation
[OH:1][C:2]1[C:3]([CH3:18])=[C:4]2[C:9](=[C:10]([CH3:13])[C:11]=1[CH3:12])[O:8][C:7]([CH3:17])([C:14]([NH2:16])=[O:15])[CH2:6][CH2:5]2.[O:19]=[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:19][C:7]([CH3:17])([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[CH3:18])[C:14]([NH2:16])=[O:15]

Participants

3

Reactant 2

HCID 180504Ceric ammonium nitrateHCID 53704167HCID 53704167, compound

Product 1

HCID 42599128HCID 42599128, compoundYield 79.2%

Procedure

Oxidation as described in protocol B, using 186 mg (0.747 mmol) of 6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxamide and 907 mg CAN (1.65 mmol) yielded 157 mg of 2-hydroxy-2-methyl-4-(2,4,5-trimethyl-3,6-dioxocyclohexa-1,4-dienyl)butanamide as a yellow solid.

Sources & evidence

ORD record
ord-6bbab563092141e889524a2c3cf05afd
Source dataset
uspto-grants-2011_06
Patent number
US07968746B2

Reaction notes

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