Issue 4, 1992
From the journal:

Journal of the Chemical Society, Perkin Transactions 2

Esters and orthoesters as alkylating agents at high temperature. Applications to continuous-flow processes

Maurizio Selva,   Francesco Trotta  and  Pietro Tundo  

Abstract

At high temperature (180–200 °C) esters, orthoesters, carbonates and orthocarbonates have been found to alkylate acidic compounds via a BAl2, mechanism. Phenol gives anisole with methyl acetate in the presence of potassium carbonate. Thiols and other CH-acidic compounds are also alkylated under such conditions.

The results obtained under batch conditions can be repeated under continuous-flow conditions, if the base which promotes the reaction can be used in catalytic amount. Continuous-flow alkylation of thiophenol by methyl acetate on a sodium acetate-type fixed bed, and other alkylations by orthoesters or orthocarbonates on a potassium carbonate catalytic bed, have been achieved.

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Article information

DOI
https://doi.org/10.1039/P29920000519
Article type
Paper

J. Chem. Soc., Perkin Trans. 2, 1992, 519-522

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Esters and orthoesters as alkylating agents at high temperature. Applications to continuous-flow processes

M. Selva, F. Trotta and P. Tundo, J. Chem. Soc., Perkin Trans. 2, 1992, 519 DOI: 10.1039/P29920000519

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