Ceric ammonium nitrate → HCID 42598875, compound

HRID 1755540Notes

Reaction equation

HRID 1755540 reaction equation
[CH:1]1([CH2:4][NH:5][C:6]([C:8]2([CH3:22])[CH2:17][CH2:16][C:15]3[C:10](=[C:11]([CH3:21])[C:12]([CH3:20])=[C:13]([OH:19])[C:14]=3[CH3:18])[O:9]2)=[O:7])[CH2:3][CH2:2]1.[O:23]=[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+]>>[CH:1]1([CH2:4][NH:5][C:6](=[O:7])[C:8]([OH:23])([CH3:22])[CH2:17][CH2:16][C:15]2[C:10](=[O:9])[C:11]([CH3:21])=[C:12]([CH3:20])[C:13](=[O:19])[C:14]=2[CH3:18])[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 180504Ceric ammonium nitrateHCID 67263062HCID 67263062, compound

Product 1

HCID 42598875HCID 42598875, compoundYield 88.4%

Procedure

Oxidation as described in protocol B, using 76.7 mg (0.253 mmol) of N-(cyclopropylmethyl)-6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxamide and 435 mg CAN (0.794 mmol) yielded 71.4 mg of N-(cyclopropylmethyl)-2-hydroxy-2-methyl-4-(2,4,5-trimethyl-3,6-dioxocyclohexa-1,4-dienyl)butanamide as a yellow powder.

Sources & evidence

ORD record
ord-554d5a478beb4035ae74fe7a8b4b19fc
Source dataset
uspto-grants-2015_10
Patent number
US09169196B2

Reaction notes

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