The use of a metal complex containing a ruthenium ion or an osmium ion, and a tridentate aminodicarbene ligand, the tridentate aminodicarbene ligand having one secondary amino group and two specific heterocyclic carbene groups sandwiching the amino group, enables hydrogenation reduction of carbonyl compounds, such as ketones, carboxylic acid esters, lactones, carboxylic acid amides, and lactams, and imine compounds under relatively mild conditions to produce corresponding alcohols, amines, and the like in a high yield with high catalytic efficiency. The metal complex is obtained by a method comprising steps of reacting a specific metal compound with a specific aminodicarbene precursor and subsequently reacting a specific compound. Reduction of a carbonyl compound or an imine compound in the presence of this metal complex using a hydrogen donor makes it possible to reduce the carbonyl compound or imine compound by hydrogenation.

A phosphorus ligand-free, mild, efficient and complete catalytic hydrogenation process is for the sustainable production of terminal diols from renewable terminal dialkyl esters with improved yield. Soluble, phosphorus ligand free Ru (II)-pincer type complexes can be used as catalysts in the hydrogenation process.

A phosphorus ligand-free, mild, efficient and complete catalytic hydrogenation process is for the sustainable production of terminal diols from renewable terminal dialkyl esters with improved yield. Soluble, phosphorus ligand free Ru (II)-pincer type complexes can be used as catalysts in the hydrogenation process.

Retro-aldol processes are disclosed that use very low concentrations of retro-aldol catalyst in combination with hydrogenation catalyst of certain activities, sizes and spatial dispersions to obtain the high selectivities to ethylene glycol.

The present disclosure relates to an apparatus for generating glycol and a method thereof. More particularly, the present disclosure relates to an apparatus for generating glycol including (a) an aldol reactor; (b) an extractor for extracting an aldol product, unsaturated aldehyde, using an organic solvent that is not mixed with water; (c) a distillation column for removing a raw material from a solution extract that is discharged from the extractor; (d) a hydrogenation reactor for hydrogenating a solution extract that is discharged from the distillation column; and (e) a divided-wall distillation column for isolating glycol from a hydrogenated solution product that is discharged from the hydrogenation reactor, wherein the hydrogenation reactor is a fixed-bed catalytic reactor that is filled with a copper-based catalyst, and a method of preparing the same.

In accordance with the present disclosure, an economical apparatus for preparing glycol which reduces loss of a raw material and provides a high glycol yield while inhibiting generation of by-products, and a method of preparing the same are provided.

The present disclosure relates to an apparatus for generating glycol and a method thereof. More particularly, the present disclosure relates to an apparatus for generating glycol including (a) an aldol reactor; (b) an extractor for extracting an aldol product, unsaturated aldehyde, using an organic solvent that is not mixed with water; (c) a distillation column for removing a raw material from a solution extract that is discharged from the extractor; (d) a hydrogenation reactor for hydrogenating a solution extract that is discharged from the distillation column; and (e) a divided-wall distillation column for isolating glycol from a hydrogenated solution product that is discharged from the hydrogenation reactor, wherein the hydrogenation reactor is a fixed-bed catalytic reactor that is filled with a copper-based catalyst, and a method of preparing the same.

In accordance with the present disclosure, an economical apparatus for preparing glycol which reduces loss of a raw material and provides a high glycol yield while inhibiting generation of by-products, and a method of preparing the same are provided.

Continuous processes for making ethylene glycol form aldohexose-yielding carbohydrates are disclosed which enhance the selectivity to ethylene glycol.

The invention provides a process for the separation of MEG and 1,2-BDO from a first mixture comprising MEG and 1,2-BDO, said process comprising the steps of: (i) providing said first mixture comprising MEG and 1,2-BDO as a feed to a distillation column; (ii) providing a feed comprising glycerol to the distillation column above the first mixture; (iii) operating the distillation column at a temperature in the range of from 50 to 250° C. and a pressure in the range of from 0.1 to 400 kPa; (iv) removing a stream comprising MEG and glycerol as a bottoms stream from the distillation column; and (v) (v) removing a stream comprising 1,2-BDO above the point at which the feed comprising glycerol is provided to the distillation column.

The present invention relates to kinetic resolution of racemic δ-hydroxyl ester via asymmetric catalytic hydrogenation and an application thereof. In the presence of chiral spiro pyridyl phosphine ligand Iridium catalyst and base, racemic δ-hydroxyl esters were subjected to asymmetric catalytic hydrogenation to obtain extent optical purity chiral δ-hydroxyl esters and corresponding 1,5-diols. The method is a new, efficient, highly selective, economical, desirably operable and environmentally friendly method suitable for industrial production. An optically active chiral δ-hydroxyl ester and 1,5-diols can be obtained at very high enantioselectivity and yield with relatively low usage of catalyst. The chiral δ-hydroxyl ester and 1,5-diols obtained by using the method can be used as a critical raw material for asymmetric synthesis of chiral drugs (R)-lisofylline and natural drugs (+)-civet, (−)-indolizidine 167B and (−)-coniine.

The present invention relates to kinetic resolution of racemic δ-hydroxyl ester via asymmetric catalytic hydrogenation and an application thereof. In the presence of chiral spiro pyridyl phosphine ligand Iridium catalyst and base, racemic δ-hydroxyl esters were subjected to asymmetric catalytic hydrogenation to obtain extent optical purity chiral δ-hydroxyl esters and corresponding 1,5-diols. The method is a new, efficient, highly selective, economical, desirably operable and environmentally friendly method suitable for industrial production. An optically active chiral δ-hydroxyl ester and 1,5-diols can be obtained at very high enantioselectivity and yield with relatively low usage of catalyst. The chiral δ-hydroxyl ester and 1,5-diols obtained by using the method can be used as a critical raw material for asymmetric synthesis of chiral drugs (R)-lisofylline and natural drugs (+)-civet, (−)-indolizidine 167B and (−)-coniine.