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Synlett 2001; 2001(6): 0809-0811
DOI: 10.1055/s-2001-14605
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Solvent- and Base-Free Dicyclohexylcarbodiimide-Promoted Esterifications

Ludvík Streinz* , Bohumír Koutek, David Šaman
  • *Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Prague 6, CZ-166 10, Czech Republic; E-mail: streinz@uochb.cas.cz; koutek@uochb.cas.cz; saman@uochb.cas.cz
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Publication Date:
31 December 2001 (online)

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N,N′-Dicyclohexylcarbodiimide/base-promoted esterification of carboxylic acids containing α-halogen atom(s) gave low yields of products when performed in a solvent. This failure was found to be due to the low stability of appropriate intermediates under the reaction conditions. On the other hand, high yields of esters were obtained, when the same esterification was performed without both the solvent and base. Carboxylic acids without α-halogen atom(s) also undergo the esterification under solvent- and base-free conditions giving products in medium yield.

esterification - ester - carbodiimide - dicyclohexylcarbodiimide - green chemistry