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US 2019/0292143 A1Published application
Process for preparing electron deficient olefin precursors
AssigneeHenkel IP & Holding GmbH
InventorsCormac Duffy, Marisa Phelan, Barry Burns
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Abstract
This invention relates to a process for producing electron deficient olefin precursors, such as 2-cyanoacetates, using an acid catalyzed esterification reaction.
Claims25
A process for the preparation of a cyanoacetate, steps of which comprise:
- (a) reacting cyanoacetic acid and an alcohol, in the presence of a catalyst comprising a lanthanide element or a transition element, under appropriate conditions and for a time sufficient to yield a cyanoacetate;
- (b) optionally, separating from the mixture the so formed cyanoacetate substantially free from the cyanoacetic acid, the alcohol, and/or catalyst, and by-products.
A process for the preparation of an electron deficient olefin precursor, steps of which comprise:
- (a) reacting:
- (i) a 2-electron withdrawing group-substituted methylene compound embraced by:
- wherein EWG represents an electron withdrawing group;
- and R here represents hydrogen;
- and
- (ii) an alcohol,
- in the presence of a catalyst comprising a lanthanide element or a transition element, under appropriate conditions and for a time sufficient to yield an electron deficient olefin precursor embraced by:
- wherein EWG represents an electron withdrawing group;
- and R here represents straight chain, branched, cyclic or fused C1-20 alkyl, C2-20 alkenyl, C2-20 alkynyl, and C6-20 aryl or C7-20 alkaryl, with or without substitution or interruption by one or more heteroatoms;
- and
- (c) optionally, separating from the mixture the so formed electron deficient olefin precursor substantially free from the cyanoacetic acid, the alcohol, and/or catalyst, and by-products.
8 more elements
A process for the preparation of a cyanoacetate, steps of which comprise:
- (a) reacting cyanoacetic acid and an alcohol, in the presence of a catalyst comprising a lanthanide element or a transition element, under appropriate conditions and for a time sufficient to yield a cyanoacetate;
- (b) optionally, separating the so formed cyanoacetate substantially free from the cyanoacetic acid, the alcohol, and/or catalyst, and by-products.
Dependencies are inferred from the claim text.