Register      Login
Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Regioselective Monomethylation of Unsymmetrical Naphthalenediols With Methanolic HCl

KH Bell and LF Mccaffery

Australian Journal of Chemistry 46(5) 731 - 737
Published: 1993

Abstract

Treatment of naphthalene-1,3-diol and naphthalene-1,7-diol with methanol containing dry hydrogen chloride at room temperature gives exclusively 3-methoxy-1-naphthol and 7-methoxy- 1-naphthol, respectively. Of the other two unsymmetrical naphthalenediols, the 1,2-isomer was unreactive and the 1,6-isomer gave a mixture of regioisomers under the same conditions. Two symmetrical diols (the 1,5- and 2,7-isomers) examined by the same procedure gave the monomethyl ethers in 60-70% yields.

https://doi.org/10.1071/CH9930731

© CSIRO 1993

Committee on Publication Ethics


Export Citation Get Permission

View Dimensions

View Altmetrics