Method of amidocarbonylation reaction
|Posted date||Jul 5, 2011|
|Country||United States of America|
|Date of filing||Mar 10, 2005|
|Gazette Date||Aug 23, 2007|
|Gazette Date||Jun 8, 2010|
|International application number||JP2005004715|
|International publication number||WO2005085180|
|Date of international filing||Mar 10, 2005|
|Date of international publication||Sep 15, 2005|
|Title||Method of amidocarbonylation reaction|
A novel method of an amidocarbonylation reaction among an aldehyde compound, an amide compound, and carbon monoxide, which comprises using a palladium-supporting crosslinked-polymer composition containing palladium clusters having a major-axis length of 20 nm or shorter to conduct the amidocarbonylation reaction.
Thus, an N-acyl-α-amino acid can be more efficiently and selectively synthesized in a dean reaction system.
Also provided is a catalyst for use in the method.
|Scope of claims||
1. In an amidocarbonylation reaction which comprises reacting an aldehyde compound represented by the formula
where R1 is a hydrogen atom or a hydrocarbon group that may be substituted, with carbon monoxide and an amide compound represented by the formula
where R2 is a hydrocarbon group that may be substituted, to produce an amino acid compound represented by the formula
where R1 and R2 are the same as above, the improvement wherein the reaction is conducted in the presence of a palladium-supported crosslinked polymer composition containing a palladium cluster having a major axis of 20 nm or less; wherein the said palladium-supported crosslinked polymer composition is one obtained by immobilizing palladium to a copolymer of monomers containing styrene compounds represented by formulas (1), (2) and (3) below
Where RX and RY are hydrogen atom or a substitution group of formula (1a), at least one of RX and RY being a hydrogen atom,
n is an integer of 0 to 6, m is an integer of 1 to 6, l is an integer of 0 to 10, Ra is a hydrogen atom or a hydrocarbon group that may be substituted, Rb is a hydrocarbon group that may be substituted, and Ra and Rb may combine with each other to form a lactam ring.
2. The amidocarbonylation reaction according to claim 1, wherein the palladium has zero valence.
3. The amidocarbonylation reaction according to claim 1, wherein the copolymer is represented by the formula below
where v is 0-90, w is 3-80, x is 0-20, y is 3-20 and z is 0-20, with the proviso that x and z are not both zero.
4. The amidocarbonylation reaction according to claim 2, wherein the copolymer is represented by the formula below
where v is 0-90, w is 3-80, x is 0-20, y is 3-20 and z is 0-20, with the proviso that z are not both zero.
|IPC(International Patent Classification)||
|Reference ( R and D project )||ERATO KOBAYASHI Highly Functionalized Reaction Environments AREA|
Contact Information for " Method of amidocarbonylation reaction "
- Japan Science and Technology Agency Department of Intellectual Property Management
- URL: http://www.jst.go.jp/chizai/
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