Ceric ammonium nitrate → HCID 42599868, compound

HRID 1755593Notes

Reaction equation

HRID 1755593 reaction equation
[OH:1][C:2]1[C:3]([CH3:24])=[C:4]2[C:9](=[C:10]([CH3:13])[C:11]=1[CH3:12])[O:8][C:7]([CH3:23])([C:14]([N:16]([CH2:20][CH2:21][OH:22])[CH2:17][CH2:18][OH:19])=[O:15])[CH2:6][CH2:5]2.[O:25]=[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:25][C:7]([CH3:23])([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[CH3:24])[C:14]([N:16]([CH2:20][CH2:21][OH:22])[CH2:17][CH2:18][OH:19])=[O:15]

Participants

3

Reactant 2

HCID 180504Ceric ammonium nitrateHCID 20703758HCID 20703758, compound

Product 1

HCID 42599868HCID 42599868, compoundYield 25.7%

Procedure

Oxidation as described in protocol B, using 68.4 mg (0.203 mmol) of precursor 6-hydroxy-N,N-bis(2-hydroxyethyl)-2,5,7,8-tetramethylchroman-2-carboxamide and 244 mg CAN (0.446 mmol) yielding 18.4 mg of 2-hydroxy-N,N-bis(2-hydroxyethyl)-2-methyl-4-(2,4,5-trimethyl-3,6-dioxocyclohexa-1,4-dienyl)butanamide as a yellow oil (25.7%).

Sources & evidence

ORD record
ord-e6a06247d1cc4bf3bd621cc99e56b6a9
Source dataset
uspto-grants-2015_10
Patent number
US09169196B2

Reaction notes

Loading…