Hydrogen Peroxide → HCID 20500875, compound

HRID 851672Notes

Reaction equation

HRID 851672 reaction equation
C(#N)C1C=CC=CC=1.C(=O)([O-])[O-:10].[K+].[K+].OO.[N+:17]([C:20]1[CH:25]=[CH:24][C:23]([C:26](=[CH2:31])[C:27]([O:29][CH3:30])=[O:28])=[CH:22][CH:21]=1)([O-:19])=[O:18]>CO.C(Cl)(Cl)Cl.O>[O:10]1[CH2:31][C:26]1([C:23]1[CH:22]=[CH:21][C:20]([N+:17]([O-:19])=[O:18])=[CH:25][CH:24]=1)[C:27]([O:29][CH3:30])=[O:28]

Participants

8

Reactant 4

HCID 784Hydrogen PeroxideHCID 7505BenzonitrileHCID 11430Potassium CarbonateHCID 2755283HCID 2755283, compound

Product 1

HCID 20500875HCID 20500875, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 6212ChloroformSolvent

Procedure

Benzonitrile (1 ml.), potassium carbonate (0.2 g.) and 30% aqueous hydrogen peroxide solution (1.5 ml.) were added to a solution of methyl 2-p-nitrophenylprop-2-enoate (1.0 g.) in a mixture of methanol (15 ml.) and chloroform (15 ml.) and the mixture was stirred at laboratory temperature for 17 hours and then poured into water. The mixture was extracted three times with diethyl ether and the combined extracts were washed successively with water, aqueous ferrous sulphate solution and saturated aqueous sodium chloride solution, dried over magnesium sulphate and evaporated to dryness under reduced pressure. There was thus obtained as solid residue methyl 2,3-epoxy-2-p-nitrophenylpropionate which was used without further purification.

Workup

  1. extractionThe mixture was extracted three times with diethyl ether
  2. washthe combined extracts were washed successively with water, aqueous ferrous sulphate solution and saturated aqueous sodium chloride solution
  3. dry with materialdried over magnesium sulphate
  4. customevaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-405179dea0794858b589fc1de2e70197
Source dataset
uspto-grants-1983_05
Patent number
US04386080

Reaction notes

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