A novel synthesis of isoeugenol, [ring-(U)-(14)C].

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Immoos JE Jr

A novel synthesis of isoeugenol, [ring-(U)-(14)C].

J Labelled Comp Radiopharm. 2015 Sep-Oct;58(11-12):419-24. doi: 10.1002/jlcr.3329. Epub 2015 Aug 26.

PubMed ID
26306463 [ View in PubMed
]
Abstract

A novel method for the preparation of isoeugenol, [ring-(U)-(14)C] is presented. Phenols and phenyl esters substituted in the para position with 1-hydroxyethyl or 1-hydroxypropyl acetate esters when treated with 1,8-diazabicyclo[5.4.0]undec-7-ene in dimethylformamide (DMF) eliminate the alkyl carboxylate function to give the unsaturated compound. The reaction fails with unsubstituted or ether substituted phenyl 1-hydroxyacetate esters.

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