Ceric ammonium nitrate → HCID 42599386, compound

HRID 1898709Notes

Reaction equation

HRID 1898709 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][C:18]([O:20][CH3:21])=[O:19])=[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][C:18]([O:20][CH3:21])=[O:19])=[O:15]

Participants

3

Reactant 2

HCID 180504Ceric ammonium nitrateHCID 67262978HCID 67262978, compound

Product 1

HCID 42599386HCID 42599386, compoundYield 81%

Procedure

Oxidation as described in protocol B, using 110 mg (0.344 mmol) of methyl 2-(6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxamido)acetate and 415 mg CAN (0.757 mmol) yielded 94.0 mg of methyl 2-(2-hydroxy-2-methyl-4-(2,4,5-trimethyl-3,6-dioxocyclohexa-1,4-dienyl)butanamido)acetate as a yellow powder.

Sources & evidence

ORD record
ord-46a24feac0e24b4fb1a5d47ab11416f0
Source dataset
uspto-grants-2013_08
Patent number
US08519001B2

Reaction notes

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