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Methyl Ricinoleate as Platform Chemical for Simultaneous Production of Fine Chemicals and Polymer Precursors

Antoine Dupé, Mathieu Achard, Cédric Fischmeister, Christian Bruneau

ChemSusChem. 2012 Nov;5(11):2249-54.

PMID: 23012229

Abstract:

The modification of methyl ricinoleate by etherification of the hydroxyl group was accomplished by using a nonclassical ruthenium-catalyzed allylation reaction and also by esterification. Methyl ricinoleate derivatives were engaged in ring-closing metathesis (RCM) reactions leading to biosourced 3,6-dihydropyran and α,β-unsaturated lactone derivatives with concomitant production of polymer precursors. Sequential RCM/hydrogenation and RCM/cross-metathesis were also implemented as a straightforward method for the synthesis of tetrahydropyran and lactone derivatives as well as valuable monomers (i.e., polyamide precursors).

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP141242-A Methyl ricinoleate Methyl ricinoleate 141-24-2 Price
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