Synthesis of [methoxy‐14C]eugenol

Joseph E. Rice; Nalband Hussain; Edmond J. Lavoie

doi:10.1002/jlcr.2580240905

Synthesis of [methoxy‐¹⁴C]eugenol

Joseph E. Rice, Nalband Hussain, Edmond J. Lavoie

Research output: Contribution to journal › Article › peer-review

7 Scopus citations

Abstract

A short, efficient synthesis for [methoxy‐¹⁴C]eugenol from unlabelled eugenol is described. The free phenolic group is protected as a methanesulfonate ester prior to removal of the methoxyl group. Reaction of the resulting phenolic mesylate with [¹⁴C]methyl iodide under basic conditions followed by treatment with warm sodium hydroxide gave the title compound in good overall yield.

Original language	English (US)
Pages (from-to)	1043-1049
Number of pages	7
Journal	Journal of Labelled Compounds and Radiopharmaceuticals
Volume	24
Issue number	9
DOIs	https://doi.org/10.1002/jlcr.2580240905
State	Published - Sep 1987
Externally published	Yes

All Science Journal Classification (ASJC) codes

Analytical Chemistry
Biochemistry
Radiology Nuclear Medicine and imaging
Drug Discovery
Spectroscopy
Organic Chemistry

Keywords

Carbon‐14
Eugenol
Synthesis

Access to Document

10.1002/jlcr.2580240905

Cite this

@article{d0c53ea57d2045a8bd1ee83af75d7ebb,

title = "Synthesis of [methoxy‐14C]eugenol",

abstract = "A short, efficient synthesis for [methoxy‐14C]eugenol from unlabelled eugenol is described. The free phenolic group is protected as a methanesulfonate ester prior to removal of the methoxyl group. Reaction of the resulting phenolic mesylate with [14C]methyl iodide under basic conditions followed by treatment with warm sodium hydroxide gave the title compound in good overall yield.",

keywords = "Carbon‐14, Eugenol, Synthesis",

author = "Rice, {Joseph E.} and Nalband Hussain and Lavoie, {Edmond J.}",

year = "1987",

month = sep,

doi = "10.1002/jlcr.2580240905",

language = "English (US)",

volume = "24",

pages = "1043--1049",

journal = "Journal of Labelled Compounds and Radiopharmaceuticals",

issn = "0362-4803",

publisher = "John Wiley and Sons Ltd",

number = "9",

}

TY - JOUR

T1 - Synthesis of [methoxy‐14C]eugenol

AU - Rice, Joseph E.

AU - Hussain, Nalband

AU - Lavoie, Edmond J.

PY - 1987/9

Y1 - 1987/9

N2 - A short, efficient synthesis for [methoxy‐14C]eugenol from unlabelled eugenol is described. The free phenolic group is protected as a methanesulfonate ester prior to removal of the methoxyl group. Reaction of the resulting phenolic mesylate with [14C]methyl iodide under basic conditions followed by treatment with warm sodium hydroxide gave the title compound in good overall yield.

AB - A short, efficient synthesis for [methoxy‐14C]eugenol from unlabelled eugenol is described. The free phenolic group is protected as a methanesulfonate ester prior to removal of the methoxyl group. Reaction of the resulting phenolic mesylate with [14C]methyl iodide under basic conditions followed by treatment with warm sodium hydroxide gave the title compound in good overall yield.

KW - Carbon‐14

KW - Eugenol

KW - Synthesis

UR - http://www.scopus.com/inward/record.url?scp=0023568257&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0023568257&partnerID=8YFLogxK

U2 - 10.1002/jlcr.2580240905

DO - 10.1002/jlcr.2580240905

M3 - Article

AN - SCOPUS:0023568257

SN - 0362-4803

VL - 24

SP - 1043

EP - 1049

JO - Journal of Labelled Compounds and Radiopharmaceuticals

JF - Journal of Labelled Compounds and Radiopharmaceuticals

IS - 9

ER -