Hydrogen Peroxide → 1-Methyl-4-(1-methylethyl)-2,3-dioxabicyclo[2.2.2]oct-5-ene

HRID 968080Notes

Reaction equation

HRID 968080 reaction equation
[OH:1][OH:2].[CH3:3][C:4]1[CH2:9][CH2:8][C:7]([CH:10]([CH3:12])[CH3:11])=[CH:6][CH:5]=1>CO>[CH3:11][CH:10]([C:7]12[O:2][O:1][C:4]([CH3:3])([CH:9]=[CH:8]1)[CH2:5][CH2:6]2)[CH3:12]

Participants

4

Reactant 2

HCID 784Hydrogen Peroxide2×HCID 7462alpha-Terpinene

Product 1

HCID 105451-Methyl-4-(1-methylethyl)-2,3-dioxabicyclo[2.2.2]oct-5-ene

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

At 35° C., 45 μl of H2O2 (50%) were added to a solution of 325 μl of α-terpinene and 48.5 mg of Na2MoO4.2H2O in 4 ml of methanol. Five further 45 μl portions of H2O2 (50%) were added to this mixture as soon as the red-colored reaction mixture turned yellow again. After 1.5 hours, the reaction mixture was analyzed by means of HPLC. Analysis gave a quantitative formation of ascaridol.

Sources & evidence

ORD record
ord-f8cc2628a8384466b1e309341c259ec5
Source dataset
uspto-grants-2005_10
Patent number
US06956137B1

Reaction notes

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