Ceric ammonium nitrate → HCID 22054266, compound

HRID 1830269Notes

Reaction equation

HRID 1830269 reaction equation
C[O:2][C:3]1[C:4]([CH3:29])=[C:5]([C:20]([O:27]C)=[C:21]([O:25][CH3:26])[C:22]=1[O:23][CH3:24])[CH2:6][C:7]1[CH:8]=[CH:9][C:10]([O:16][CH:17]([CH3:19])[CH3:18])=[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>[CH3:24][O:23][C:22]1[C:3](=[O:2])[C:4]([CH3:29])=[C:5]([CH2:6][C:7]2[CH:8]=[CH:9][C:10]([O:16][CH:17]([CH3:18])[CH3:19])=[C:11]([CH:15]=2)[C:12]([OH:14])=[O:13])[C:20](=[O:27])[C:21]=1[O:25][CH3:26]

Participants

5

Reactant 2

HCID 180504Ceric ammonium nitrateHCID 22054281HCID 22054281, compound

Product 1

HCID 22054266HCID 22054266, compoundYield 83.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 6342AcetonitrileSolvent

Procedure

5-(3,4,5,6-Tetramethoxy-2-methylbenzyl)-2-isopropoxybenzoic acid (0.472 g, 1.17 mmol) was dissolved in a mixed solution of acetonitrile (9 ml) and water (3 ml) and after adding thereto CAN (1.60 g, 2.92 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 (0.364 g, 0.972 mmol, 83%).

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-aac7113e026a4a8a82eca1bbc40a1660
Source dataset
uspto-grants-2006_06
Patent number
US07064124B2

Reaction notes

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