Hydrogen Peroxide → 13-Oxabicyclo[10.1.0]tridecane

HRID 466287Notes

Reaction equation

HRID 466287 reaction equation
[OH:1]O.[CH:3]1[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH:4]=1>C(O)(C)(C)C>[O:1]1[CH:4]2[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH:3]12

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 15164Cyclododecene, (E)-

Product 1

HCID 924813-Oxabicyclo[10.1.0]tridecaneYield 99%

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Procedure

20 mg of solid tetramethyltetraoxodirhenium (VI) (CH3)4Re2O4 were added to a 5 ml portion of the "oxidation solution" initially prepared according to B) from tertbutanol and H2O2. This immediately produced a yellow coloration. 0.15 ml of cyclododecene was then added. This caused slight heating of the solution. After 1 hour, the mixture was worked up as in Examples 1-34 and analyzed (GC/IR/MS). 99% pure epoxycyclododecane was obtained by this procedure.

Workup

  1. custominitially prepared
  2. customThis immediately produced a yellow coloration
  3. temperatureThis caused slight heating of the solution

Sources & evidence

ORD record
ord-0dc8f17dadc74c6db0caf3422b6b5268
Source dataset
uspto-grants-1992_10
Patent number
US05155247

Reaction notes

Loading…