Ceric ammonium nitrate → HCID 22054158, compound

HRID 1830268Notes

Reaction equation

HRID 1830268 reaction equation
C[O:2][C:3]1[C:4]([CH3:27])=[C:5]([C:18]([O:25]C)=[C:19]([O:23][CH3:24])[C:20]=1[O:21][CH3:22])[CH2:6][C:7]1[CH:8]=[CH:9][C:10]([O:16][CH3:17])=[C:11]([CH:15]=1)[C:12]([OH:14])=[O:13].O=[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(#N)C.O>[CH3:22][O:21][C:20]1[C:3](=[O:2])[C:4]([CH3:27])=[C:5]([CH2:6][C:7]2[CH:8]=[CH:9][C:10]([O:16][CH3:17])=[C:11]([CH:15]=2)[C:12]([OH:14])=[O:13])[C:18](=[O:25])[C:19]=1[O:23][CH3:24]

Participants

5

Reactant 2

HCID 180504Ceric ammonium nitrateHCID 22054148HCID 22054148, compound

Product 1

HCID 22054158HCID 22054158, compoundYield 99.9%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 6342AcetonitrileSolvent

Procedure

5-(3,4,5,6-Tetramethoxy-2-methylbenzyl)-2-methoxybenzoic acid (0.257 g, 0.684 mmol) was dissolved in a mixed solution of acetonitrile (9 ml) and water (3 ml) and after adding thereto CAN (0.937 g, 1.71 mmol) at room temperature, the solution was stirred at room temperature for 1 hour. The reaction solution was diluted with water and then extracted with ether. The extract was washed with water and then dried, and the solvent was removed by distillation. The residue was recrystallized from ether to obtain the titled compound (0.237 g, 0.683 mmol, 99%).

Workup

  1. additionafter adding
  2. extractionextracted with ether
  3. washThe extract was washed with water
  4. customdried
  5. customthe solvent was removed by distillation
  6. customThe residue was recrystallized from ether

Sources & evidence

ORD record
ord-024af97a7a974c2e8d8cb2f218482482
Source dataset
uspto-grants-2006_06
Patent number
US07064124B2

Reaction notes

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