EFFICIENT PREPARATION OF ALKOXYMETHYL CARBONATES BY USING POTASSIUM CARBONATE, CHLOROMETHYL ALKYL ETHERS, AND ALCOHOLS

Citation
K. Teranishi et al., EFFICIENT PREPARATION OF ALKOXYMETHYL CARBONATES BY USING POTASSIUM CARBONATE, CHLOROMETHYL ALKYL ETHERS, AND ALCOHOLS, Bulletin of the Chemical Society of Japan, 68(1), 1995, pp. 309-314
Citations number
11
Categorie Soggetti
Chemistry
ISSN journal
00092673
Volume
68
Issue
1
Year of publication
1995
Pages
309 - 314
Database
ISI
SICI code
0009-2673(1995)68:1<309:EPOACB>2.0.ZU;2-J
Abstract
A synthesis of new ''alkoxymethyl carbonate'' is presented starting wi th alcohol. In the presence of potassium carbonate, primary alcohols r eact with chloromethyl alkyl ethers in N,N-dimethylformamide under mil d conditions to give the corresponding alkoxymethyl carbonates in good yields without giving the alkoxymethyl ethers. The yield of alkoxymet hyl carbonate is seriously effected by reaction solvent and the presen t method is not applicable for tertiary alcohol. Methoxymethyl carbona te can be removed readily under mild basic or acidic conditions, and u ndergoes selective alkoxide interchange of methoxymethoxide group unde r basic conditions.