Ceric ammonium nitrate → HCID 42598641, compound

HRID 1755530Notes

Reaction equation

HRID 1755530 reaction equation
[C:1]([NH:5][C:6]([C:8]1([CH3:22])[CH2:17][CH2:16][C:15]2[C:10](=[C:11]([CH3:21])[C:12]([CH3:20])=[C:13]([OH:19])[C:14]=2[CH3:18])[O:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[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+]>>[C:1]([NH:5][C:6](=[O:7])[C:8]([OH:23])([CH3:22])[CH2:17][CH2:16][C:15]1[C:10](=[O:9])[C:11]([CH3:21])=[C:12]([CH3:20])[C:13](=[O:19])[C:14]=1[CH3:18])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 180504Ceric ammonium nitrateHCID 67262790HCID 67262790, compound

Product 1

HCID 42598641HCID 42598641, compoundYield 92.2%

Procedure

Oxidation as described in protocol B, using 95 mg (0.311 mmol) of N-tert-butyl-6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxamide and 358 mg CAN (0.653 mmol) yielded 92.2 mg of N-tert-butyl-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-73ec02c139db4fae81cfaf147704fdc7
Source dataset
uspto-grants-2015_10
Patent number
US09169196B2

Reaction notes

Loading…