Process for the hydrogenation of ketoesters

The invention relaters to a process for the production of an (S)- or (R)-4-halo-3-hydroxybutyrate, comprising reacting a 4-haloacetoacetate with hydrogen in the presence of a solvent, the solvent being a solvent mixture, which comprises a first solvent and a second solvent, wherein the first solvent is an aliphatic alcohol, preferably methanol, ethanol or propanol, and the second solvent is aprotic and comprises at least one oxygen atom; and a catalyst of the formula [RuXYZ]X, wherein X is halogen, preferably Cl or Br, or OAc, acetoacetate, allyl or ClO 4 , Y is a bidentate organic ligand having two phosphine groups, and Z is an arene, preferably cymene, benzene, xylene or toluene, or a polyene, preferably a diene, or an alkene.

PROCESS FOR THE HYDROGENATION OF KETOESTERS

The invention relaters to a process for the production of an (S)- or (R)-4-halo-3-hydroxybutyrate, comprising reacting a 4-haloacetoacetate with hydrogen in the presence of 1. A process for the production of an (S)- or (R)-4-halo-3-hydroxybutyrate , comprisingreacting a 4-haloacetoacetate with hydrogen in the presence of a solvent, the solvent being a solvent mixture, which comprises a first solvent and a second solvent, wherein the first solvent is an aliphatic alcohol and the second solvent is aprotic and comprises at least one oxygen atom; and [{'sub': '4', 'X is halogen, preferably Cl or Br, or OAc, acetoacetate, allyl or ClO,'}, 'Y is a bidentate organic ligand having two phosphine groups, and', 'Z is an arene, preferably cymene, benzene, xylene or toluene, or a polyene, preferably a diene, or an alkene., 'a catalyst of the formula [RuXYZ]X, wherein'}2. The process of claim 1 , wherein Y has the formula XP—Z—PX claim 1 , whereinZ comprises at least one aromatic hydrocarbon,the residues X are selected independently from each other, andat least one residue X is an aryl or araryl group.4. The process of claim 1 , wherein Y is selected from BINAP claim 1 , SEGPHOS claim 1 , TunePhos claim 1 , P-Phos claim 1 , BITIOP claim 1 , BIPHEP claim 1 , and derivatives thereof.5. The process of claim 1 , wherein the catalyst is selected from [RuCl(p-cymene)((S)-BINAP)]Cl claim 1 , [(R)Xyl-P-Phos-Ru(benzene)Cl]Cl claim 1 , [(R)P-Phos-Ru(benzene)Cl]Cl claim 1 , [(S)Xyl-P-Phos-Ru(benzene)Cl]Cl claim 1 , [RuCl(p-cymeme)((S)-SEGPHOS)]Cl claim 1 , (S)-(−) BINAP Cl(cymene)RuCl claim 1 , (R)-tetra-Me-BITIOP[RuCl(p-cymol)] claim 1 , [(S)-C3-TunePhosRu(p-cymene)Cl]Cl and [(R)-MeO-BIPHEP-Ru(c-cymene)Cl]Cl.6. A process for the production of an (S)- or (R)-4-halo-3-hydroxybutyrate according to claim 1 , comprising [{'sub': '4', 'X is halogen, preferably Cl, or OAc, allyl or ClO,'}, 'Y is BINAP, or a derivative of BINAP having at least one aromatic ring substituted with an alkyl group,', ' ...

A process for the hydrogenation of ketoesters

The invention relaters to a process for the production of an (S)- or (R)-4- halo-3-hydroxybutyrate, comprising reacting a 4-haloacetoacetate with hydrogen in the presence of a solvent, the solvent being a solvent mixture, which comprises a first solvent and a second solvent, wherein the first solvent is an aliphatic alcohol, preferably methanol, ethanol or propanol, and the second solvent is aprotic and comprises at least one oxygen atom; and a catalyst of the formula [RuXYZ]X, wherein X is halogen, preferably CI or Br, or OAc, acetoacetate, allyl or CIO 4 , Y is a bidentate organic ligand having two phosphine groups, and Z is an arene, preferably cymene, benzene, xylene or toluene, or a polyene, preferably a diene, or an alkene.

A ketoester hydrogenation process

Un proceso para la produccion de un (S)- o (R)-4-halo-3-hidroxibutirato, que comprende la reaccion de un 4- haloacetoacetato con hidrogeno en presencia de un disolvente, siendo el disolvente una mezcla de disolventes que comprende un primer disolvente y un segundo disolvente, en donde el primer disolvente es un alcohol alifatico y el segundo disolvente es un eter, preferentemente tetrahidrofurano, o una cetona, preferentemente acetona, y un catalizador de formula [RuXYZ]X, en la que X es halogeno, preferentemente Cl o Br, u OAc, acetoacetato, alilo o CIO4, Y es un ligando organico bidentado con dos grupos fosfina, y Z es un areno, preferentemente cimeno, benceno, xileno o tolueno, o un polieno, preferentemente un dieno, o un alqueno, en donde la relacion molar de 4-haloacetoacetato/catalizador es de al menos 35.000. A process for the production of a (S) - or (R) -4-halo-3-hydroxybutyrate, comprising the reaction of a 4-haloacetoacetate with hydrogen in the presence of a solvent, the solvent being a mixture of solvents comprising a first solvent and a second solvent, where the first solvent is an aliphatic alcohol and the second solvent is an ether, preferably tetrahydrofuran, or a ketone, preferably acetone, and a catalyst of formula [RuXYZ] X, where X is halogen, preferably Cl or Br, or OAc, acetoacetate, allyl or CIO4, Y is a bidentate organic ligand with two phosphine groups, and Z is an arene, preferably cymene, benzene, xylene or toluene, or a polyene, preferably a diene, or an alkene, wherein the 4-haloacetoacetate / catalyst molar ratio is at least 35,000.

A process for the hydrogenation of ketoesters

The invention relaters to a process for the production of an (S)- or (R)-4- halo-3-hydroxybutyrate, comprising reacting a 4-haloacetoacetate with hydrogen in the presence of a solvent, the solvent being a solvent mixture, which comprises a first solvent and a second solvent, wherein the first solvent is an aliphatic alcohol, preferably methanol, ethanol or propanol, and the second solvent is aprotic and comprises at least one oxygen atom; and a catalyst of the formula [RuXYZ]X, wherein X is halogen, preferably CI or Br, or OAc, acetoacetate, allyl or CIO 4 , Y is a bidentate organic ligand having two phosphine groups, and Z is an arene, preferably cymene, benzene, xylene or toluene, or a polyene, preferably a diene, or an alkene.

A process for the hydrogenation of ketoesters