Ceric ammonium nitrate → HCID 22054229, compound

HRID 1830270Notes

Reaction equation

HRID 1830270 reaction equation
C[O:2][C:3]1[C:4]([CH3:32])=[C:5]([C:23]([O:30]C)=[C:24]([O:28][CH3:29])[C:25]=1[O:26][CH3:27])[CH2:6][C:7]1[CH:8]=[CH:9][C:10]([O:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[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>[CH3:27][O:26][C:25]1[C:3](=[O:2])[C:4]([CH3:32])=[C:5]([CH2:6][C:7]2[CH:8]=[CH:9][C:10]([O:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[C:11]([CH:15]=2)[C:12]([OH:14])=[O:13])[C:23](=[O:30])[C:24]=1[O:28][CH3:29]

Participants

5

Reactant 2

HCID 180504Ceric ammonium nitrateHCID 22054254HCID 22054254, compound

Product 1

HCID 22054229HCID 22054229, compoundYield 49%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 6342AcetonitrileSolvent

Procedure

5-(3,4,5,6-Tetramethoxy-2-methylbenzyl)-2-phenoxybenzoic acid (0.220 g, 0.502 mmol) was dissolved in a mixed solution of acetonitrile (12 ml) and water (4 ml) and after adding thereto CAN (0.688 g, 1.26 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 (0.100 g, 0.245 mmol, 49%).

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-6c510f8984ce4e94975d9ed59d5a6106
Source dataset
uspto-grants-2006_06
Patent number
US07064124B2

Reaction notes

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