title: A novel synthesis of isoeugenol, [ring-(U)-(14)C].
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.
authors: Moravek Biochemicals, Inc., 577 Mercury Lane, Brea, CA, 92821, USA.
authors: John E
authors: JE
authors: Immoos
mesh_terms: D002250:Carbon Radioisotopes / Q000737:chemistry; D005054:Eugenol / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D019275:Radiopharmaceuticals / Q000138:chemical synthesis*
chemical_list: C121954:1-(isopropylamino)-3-((4-propenyl-2-methoxy)phenoxy)-2-propanol; D002250:Carbon Radioisotopes; D019275:Radiopharmaceuticals; D005054:Eugenol
keywords: carbon-14; deacetylation; guaiacol; isoeugenol; quinone methide