Hydrogen Peroxide → HCID 22054281, compound

HRID 1830236Notes

Reaction equation

HRID 1830236 reaction equation
P([O-])(O)(O)=O.[Na+].Cl([O-])=O.[Na+].[OH:11]O.[CH3:13][O:14][C:15]1[C:16]([CH3:40])=[C:17]([C:31]([O:38][CH3:39])=[C:32]([O:36][CH3:37])[C:33]=1[O:34][CH3:35])[CH2:18][C:19]1[CH:20]=[CH:21][C:22]([O:27][CH:28]([CH3:30])[CH3:29])=[C:23]([CH:26]=1)[CH:24]=[O:25]>O.C(#N)C>[CH3:13][O:14][C:15]1[C:16]([CH3:40])=[C:17]([C:31]([O:38][CH3:39])=[C:32]([O:36][CH3:37])[C:33]=1[O:34][CH3:35])[CH2:18][C:19]1[CH:20]=[CH:21][C:22]([O:27][CH:28]([CH3:30])[CH3:29])=[C:23]([CH:26]=1)[C:24]([OH:11])=[O:25]

Participants

7

Reactant 4

HCID 784Hydrogen PeroxideHCID 22054144HCID 22054144, compoundHCID 23668197Sodium ChloriteHCID 23672064Monosodium phosphate

Product 1

HCID 22054281HCID 22054281, compoundYield 86%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

An aqueous solution (5 ml) of sodium dihydrogenphosphate (1.28 g, 10.65 mmol), an aqueous solution (7 ml) of sodium chlorite (0.533 g, 6.15 mmol) and aqueous hydrogen peroxide (0.18 ml, 30%) were added to an acetonitrile solution (5 ml) of 5-(3,4,5,6-tetramethoxy-2-methylbenzyl)-2-isopropoxybenzaldehyde (0.530 g, 1.37 mol) and the resulting solution was stirred at room temperature for 5 hours. The reaction solution was diluted with water and then extracted with ethyl acetate. The extract was washed with an aqueous saturated sodium hydrosulfite (Na2S2O4) solution and saturated brine, then dried and concentrated to obtain the titled compound (0.475 g, 1.18 mmol, 86%).

Workup

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with an aqueous saturated sodium hydrosulfite (Na2S2O4) solution and saturated brine
  3. customdried
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-4a867ac8ebe7459da2bd9e6ff5543ee8
Source dataset
uspto-grants-2006_06
Patent number
US07064124B2

Reaction notes

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