The present invention relates to a transition metal complex having a PNNP4 ligand, which is easy to manufacture and handle and is relatively inexpensively available, and a method for manufacturing the same, as well as a method using this transition metal complex as a catalyst for hydrogenation reduction of ketones, esters and amides to manufacture corresponding alcohols, aldehydes, hemiacetals and hemiaminals, a method using this transition metal complex as a catalyst for oxidation of alcohols, hemiacetals and hemiaminals to manufacture corresponding carbonyl compounds, and a method using this transition metal complex as a catalyst for dehydrogenation condensation between alcohols and amines to manufacture alkylamines.

The present invention relates to a transition metal complex having a PNNP4 ligand, which is easy to manufacture and handle and is relatively inexpensively available, and a method for manufacturing the same, as well as a method using this transition metal complex as a catalyst for hydrogenation reduction of ketones, esters and amides to manufacture corresponding alcohols, aldehydes, hemiacetals and hemiaminals, a method using this transition metal complex as a catalyst for oxidation of alcohols, hemiacetals and hemiaminals to manufacture corresponding carbonyl compounds, and a method using this transition metal complex as a catalyst for dehydrogenation condensation between alcohols and amines to manufacture alkylamines.

Disclosed herein are processes for preparing certain intermediates useful in the synthesis of 3-fluoro-5-(((1S,2aR)-1,3,3,4,4-pentafluoro-2a-hydroxy-2,2a,3,4-tetrahydro-1H-cyclopenta[cd]inden-7-yl)oxy)benzonitrile or a pharmaceutically acceptable salt thereof.

The present invention relates to a new compound and the dehydrogenation of that compound to produce retinal.

Provided are a fluorine-containing ether compound that can form a surface layer that excels in durability and a method of manufacturing the same, a fluorine-containing ether composition and a coating liquid, and an article having a surface layer that excels in durability and a method of manufacturing the same. A fluorine-containing ether compound is expressed by the following formula (A1) or (A2):

{R.sup.fO—(R.sup.f1O).sub.m1—(R.sup.1).sub.m2—(CHF).sub.m3—O—(CHF).sub.m4}.sub.n1-Q.sup.1(-T.sup.1).sub.n2   Formula (A1)

(T.sup.2).sub.n3-Q.sup.2-(CHF).sub.m5—O—(CHF).sub.m6—(R.sup.2).sub.m7—O—(R.sup.f2O).sub.m8—(R.sup.3).sub.m9—(CHF).sub.m10—O—(CHF).sub.m11-Q.sup.3(-T.sup.3).sub.n4  Formula (A2), in the above, the symbols in the formulas are as described in the specification.

Disclosed herein are processes for preparing certain intermediates useful in the synthesis of 3-fluoro-5-(((1S,2aR)-1,3,3,4,4-pentafluoro-2a-hydroxy-2,2a,3,4-tetrahydro-1H-cyclopenta[cd]inden-7-yl)oxy)benzonitrile or a pharmaceutically acceptable salt thereof.

A process includes reacting a feed stream containing ethanol and optionally acetaldehyde in a dehydration reactor in the presence of a dehydration catalyst system having a Group 4 or Group 5 metal oxide and a support. The process includes obtaining a product stream containing butadiene from the dehydration reactor. Another process includes reacting a feed stream containing ethanol and optionally acetaldehyde in a dehydration reactor in the presence of a dehydration catalyst system containing a tungsten oxide supported on a zeolite or a tantalum oxide supported on a zeolite. The process includes obtaining a product stream containing butadiene from the dehydration reactor.

A process includes reacting a feed stream containing ethanol and optionally acetaldehyde in a dehydration reactor in the presence of a dehydration catalyst system having a Group 4 or Group 5 metal oxide and a support. The process includes obtaining a product stream containing butadiene from the dehydration reactor. Another process includes reacting a feed stream containing ethanol and optionally acetaldehyde in a dehydration reactor in the presence of a dehydration catalyst system containing a tungsten oxide supported on a zeolite or a tantalum oxide supported on a zeolite. The process includes obtaining a product stream containing butadiene from the dehydration reactor.

The present invention relates to a Cu-based catalyst, a preparation process thereof and its use as the dehydrogenation catalyst in producing a hydroxyketone compound such as acetoin. Said Cu-based catalyst contains copper, at least one auxiliary metal selected from metal of Group IIA, non-noble metal of Group VIII, metal of Group VIB, metal of Group VIIB, metal of Group IIB and lanthanide metal of periodic table of elements, and an alkali metal, and further contains at least one ketone additive selected from a ketone represented by formula (II) and a ketone represented by formula (II′). Said Cu-based catalyst shows a high the acetoin selectivity as the dehydrogenation catalyst for producing acetoin.
R1-C(═O)—CH(OH)—R2  (II)
R1-C(═O)—CH(═O)—R2  (II′) In formulae (II) and (II′), each group is defined as in the description.

The present invention relates to a Cu-based catalyst, a preparation process thereof and its use as the dehydrogenation catalyst in producing a hydroxyketone compound such as acetoin. Said Cu-based catalyst contains copper, at least one auxiliary metal selected from metal of Group IIA, non-noble metal of Group VIII, metal of Group VIB, metal of Group VIIB, metal of Group IIB and lanthanide metal of periodic table of elements, and an alkali metal, and further contains at least one ketone additive selected from a ketone represented by formula (II) and a ketone represented by formula (II′). Said Cu-based catalyst shows a high the acetoin selectivity as the dehydrogenation catalyst for producing acetoin.
R1-C(═O)—CH(OH)—R2  (II)
R1-C(═O)—CH(═O)—R2  (II′) In formulae (II) and (II′), each group is defined as in the description.