Hydrogen Peroxide → HCID 12689097, compound

HRID 544159Notes

Reaction equation

HRID 544159 reaction equation
C([O-])(=[O:3])C.[Na+].[C:6]([C:14]1[C:15](=[O:25])[CH:16]=[C:17]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[O:18][CH:19]=1)(=[O:13])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.OO>CN(C)C=O.O>[C:6]([C:14]12[O:3][CH:19]1[O:18][C:17]([C:20]([O:22][CH2:23][CH3:24])=[O:21])=[CH:16][C:15]2=[O:25])(=[O:13])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

6

Reactant 3

HCID 784Hydrogen PeroxideHCID 517045Sodium AcetateHCID 12689096HCID 12689096, compound

Product 1

HCID 12689097HCID 12689097, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

Solid sodium acetate (2.0 g) was added to a stirred solution of this ester (5.4 g) in dimethylformamide (80 ml) at 0°-5° C. 30% Hydrogen peroxide solution (10 ml) was added dropwise over 15 minutes and the mixture was stirred for a further 1 hour at 0°-5° C. then slowly diluted with water (240 ml). The solid product was dried and recrystallised from ether-petroleum ether 40°-60° C. to give the epoxide, ethyl 6-benzoyl-5-oxo-2,7-dioxabicyclo-[4.1.0]hept-3-ene-3-carboxylate (mp 96°-98° C.).

Workup

  1. customThe solid product was dried
  2. customrecrystallised from ether-petroleum ether 40°-60° C.

Sources & evidence

ORD record
ord-dcf9d8cb1cec48a79e29a9012d302e9e
Source dataset
uspto-grants-1984_05
Patent number
US04448787

Reaction notes

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