Toluene → Limonene diepoxide

HRID 1881808

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.

Aufarbeitung

additionwas added
washthe reaction solution was washed with water to thereby completely remove phthalic acid, sodium phthalate, and disodium phthalate, which
distillationToluene was distilled off from the organic phase by distillation

Quellen und Nachweise

ORD-Eintrag: ord-8e5798d827c14d6aa5c2a1d2210861c0
Quelldatensatz: uspto-grants-2012_11
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08318958B2

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