Back to results
US 8,940,938 B2Granted
Michael reaction with recovery of the catalyst
AssigneeNanyang Technological University
InventorsGuofu Zhong, Bin Tan, Xuan Zhang, Pei Juan Chua
Life of this patent
Estimating the term…
Abstract
Disclosed is a process of carrying out a Michael reaction with recovery of the catalyst, where a compound of formula (1): is reacted with a compound of formula (2): in the presence of a catalyst of formula (4): where the compounds of formulae (1) and (2) undergo a Michael reaction.
Claims9
A process of carrying out a Michael reaction with recovery of the catalyst, the process comprising:
- providing a first compound of the general formula (1):
- wherein ar1 and ar2 are independently from one another an aromatic moiety with 5 to 30 carbon atoms and 0 to 5 heteroatoms selected from the group consisting of N, O, S, Se and Si, and
- providing a second compound of the general formula (2):
- wherein R1 is one of an aliphatic, an alicyclic, an aromatic and an arylaliphatic group with 3 to 30 carbon atoms and 0 to 5 heteroatoms selected from the group consisting of N, O, S, Se and Si, and
- R2 is one of CN, CO—R5, COOH, CHO, NO2, and SO2—R5, wherein R5 is one of an aliphatic, an alicyclic, an aromatic and an arylaliphatic group with 1 to 30 carbon atoms and 0 to 5 heteroatoms selected from the group consisting of N, O, S, Se and Si;
- providing a catalyst of the general formula (4):
- wherein R3 is one of H, OMe, OH, OTf, SH, and NH2;
- R4 is one of OH and N(R8)H;
- wherein R8 is one of H, a carbamoyl group, and a thiocarbamoyl group, and
- represents one of a single and a double bond;
- contacting in an aliphatic ether solvent the first compound of formula (1), the second compound of formula (2) and the catalyst of formula (4), thereby forming a reaction mixture,
- allowing the first and the second compound to undergo a Michael reaction, thereby allowing the formation of an adduct between the first compound and the catalyst of the general formula (4);
- and
- collecting the adduct between the first compound and the catalyst of the general formula (4), wherein the adduct is precipitated and collected.
11 more elements
Dependencies are inferred from the claim text.