Hydrogen Peroxide → HCID 10275809, compound

HRID 1245156Notes

Reaction equation

HRID 1245156 reaction equation
[CH3:1][O:2][C:3]1[C:4]([CH3:32])=[C:5]([C:23]([O:30][CH3:31])=[C:24]([O:28][CH3:29])[C:25]=1[O:26][CH3:27])[CH2:6][C:7]1[CH:14]=[CH:13][C:10]([CH:11]=[O:12])=[C:9]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:8]=1.P([O-])(O)(O)=[O:34].[Na+].Cl[O-].[Na+].OO>C(#N)C.O>[CH3:1][O:2][C:3]1[C:4]([CH3:32])=[C:5]([C:23]([O:30][CH3:31])=[C:24]([O:28][CH3:29])[C:25]=1[O:26][CH3:27])[CH2:6][C:7]1[CH:14]=[CH:13][C:10]([C:11]([OH:34])=[O:12])=[C:9]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:8]=1

Participants

7

Reactant 4

HCID 784Hydrogen PeroxideHCID 21919169HCID 21919169, compoundHCID 23665760Sodium HypochloriteHCID 23672064Monosodium phosphate

Product 1

HCID 10275809HCID 10275809, compoundYield 101.5%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

To a solution of 4-(3,4,5,6-tetramethoxy-2-methylbenzyl)-2-benzyloxybenzaldehyde (735 mg, 1.69 mmol) in acetonitrile (5 ml) were added an aqueous solution (2 ml) of sodium dihydrogen phosphate (157 mg, 1.31 mmol), an aqueous solution (7 ml) of sodium hypochlorite (795 mg, 80%, 7.07 mmol) and an aqueous hydrogen peroxide (0.5 ml, 30%) and the mixture was stirred at room temperature for 16 hours. The reaction solution was diluted with water and extracted with ethyl acetate. The extract was washed with a 10% aqueous solution of sodium hydrosulfite (Na2S2O4) and a saturated saline, dried and concentrated to give the title compound (603 mg, 1.33 mmol, 79%).

Workup

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with a 10% aqueous solution of sodium hydrosulfite (Na2S2O4)
  3. customa saturated saline, dried
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-461188a544b440a899596632aef35356
Source dataset
uspto-grants-2006_10
Patent number
US07122543B2

Reaction notes

Loading…