Hydrogen Peroxide → HCID 21919197, compound

HRID 1245157Notes

Reaction equation

HRID 1245157 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:8]=[CH:9][C:10]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[C:11]([CH:14]=1)[CH:12]=[O:13].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:8]=[CH:9][C:10]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[C:11]([CH:14]=1)[C:12]([OH:34])=[O:13]

Participants

7

Reactant 4

HCID 784Hydrogen PeroxideHCID 21919115HCID 21919115, compoundHCID 23665760Sodium HypochloriteHCID 23672064Monosodium phosphate

Product 1

HCID 21919197HCID 21919197, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

To a solution of 5-(3,4,5,6-tetramethoxy-2-methylbenzyl)-2-benzyloxybenzaldehyde (5.60 g, 0.0128 mol) in acetonitrile (30.0 ml) were added an aqueous solution (10.0 ml) of sodium dihydrogen phosphate (12.0 g, 0.100 mol), an aqueous solution (30.0 ml) of sodium hypochlorite (5.19 g, 0.0577 mol) and an aqueous hydrogen peroxide (1.701 ml, 30%) and the mixture was stirred at room temperature for 5 hours. The reaction solution was diluted with water and extracted with ethyl acetate. The extract was washed with a saturated aqueous solution of sodium hydrosulfite (Na2S2O4) and a saturated saline, dried and concentrated to give the title compound (5.20 g, 0.0115 mol, 90%).

Workup

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

Sources & evidence

ORD record
ord-b84fef801b3b45cf9ccfac451d0f7c2e
Source dataset
uspto-grants-2006_10
Patent number
US07122543B2

Reaction notes

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