Toluene → Limonene diepoxide

Reaktionsgleichung

CC1CC[C@@H](C(C)=C)CC=1.C([O-])([O-])=[O:12].C([O-])([O-])=O.OO.OO.OO.[Na+].[Na+].[Na+].[Na+].[C:29]1(=O)[O:34][C:32](=O)[C:31]2=CC=CC=C12.[C:40]1([CH3:46])[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1>>[CH3:46][C:40]12[O:12][CH:45]1[CH2:44][CH:43]([C:32]1([CH3:31])[O:34][CH2:29]1)[CH2:42][CH2:41]2

Komponenten

Edukt 4

HCID 1140Toluene

HCID 6811Phthalic Anhydride

HCID 159762Sodium percarbonate

HCID 440917(+)-Limonene

Produkt 1

HCID 232703Limonene diepoxideAusbeute 99 %

Reaktionsbedingungen

Temperatur: 60 °C

Versuchsvorschrift

Limonene (1.36 g, 10 mmol) was dissolved in toluene (25 ml), and a composition containing sodium percarbonate (10.5 g, 66.7 mmol) and phthalic anhydride (14.8 g, 100 mmol) was added thereto. The mixture was stirred at 60° C. After 12 hours, the reaction solution was washed with water to thereby completely remove phthalic acid, sodium phthalate, and disodium phthalate, which were generated as by-products, and the remaining H2O2. Toluene was distilled off from the organic phase by distillation, and as a result, 1.66 g (99% yields) of limonene diepoxide with a GC purity of 100% was obtained.