Abstract:
The invention relates to a method for producing optically active alkyl succinic acid monoalkyl esters of formula (I), wherein D and E independently represent H, C 1 -C 10 alkyl, RC 1 -C 10 alkyl, aryl, or alkylaryl.
Abstract:
Diarylphenoxy-aluminum compound (A), obtained by a reaction of bis(diarylphenol) ligand (I) with aluminum compound (II) and/or aluminum compound (III), is new. Diarylphenoxy-aluminum compound, obtained by a reaction of bis(diarylphenol) ligand of formula (I) with aluminum compound (II) of formula ((R 14>) 3-pAlH p) and/or aluminum compound (III) of formula (MAlH 4), is new. T : 1-6C-alkyl, 1-6C-perfluoroalkyl, 1-6C-alkoxy, 7-12C-aralkyl, halo, optionally substituted 6-10C-aryl or NO 2; Ar 1>-Ar 4>6-15C aryl or 2-15C heteroaryl (optionally substituted by 1-7 substitutions of T, SiR 5>aR 6>aR 7>a, NR 8>aR 9>a or SR 1>0a); either R 1>-R 4>H, T, SiR 5>bR 6>bR 7>b, NR 8>bR 9>b or SR 1>0b; or A+R 1>-R4 : aromatic or non-aromatic cycle; D : O, S, NR 11>, C(O), S(O) and/or S(O) 2; A : 1-25C-hydrocarbon, heteroatom of D, T, 1-10C-acyloxy, SiR 5>cR 6>cR 7>c, 2-10C-heteroaryl, NR 8>cR 9>c, SR 1>0c, 1-12-acyl, 1-10C-carboxyl, 6-15C-aryl or 2-15C-hereroaryl optionally substituted by 1-5 substitutions of T, SiR 5>dR 6>dR 7>d, NR 8>dR 9>d, SR 10>d, heteroatom of D, P(R 11>), (R 11>)P(O) or Si(R 12>R 13>); R 5>a-R 5>d, R 6>a-R 6>d, R 7>a-R 7>d, R 10>a-R 10>d, R 11>-R 13>, R 11>a : 1-6C-alkyl, 7-12C-aralkyl and/or optionally substituted 6-10C-aryl; either R 8>a-R 8>d, R 9>a-R 9>d : 1-6C-alkyl, 7-12C-aralkyl and/or optionally substituted 6-10C-aryl; or R 8>aR 9>a, R 8>bR 9>b, R 8>cR 9>c, R 8>dR 9>d : 2-8C cyclic hydrocarbon containing one or more hetero atoms of O, S or NR 11>a; Al : aluminum; R 14>1-5C-alkyl; p : 0-3; and M : Li, Na or K. Independent claims are included for: (1) a preparation of isopulegol (IV) comprising cyclization of citronellal (V) in the presence of (I) as a catalyst; and (2) a method for preparing menthol comprising preparing (IV) and subsequently hydrogenating the ethylenic double bonds in (IV). [Image].
Abstract:
A method for the production of isopulegol involves the cyclisation of citronellal in presence of a tris-(1,3-diaryl-2-naphthoxy)-aluminum compound as catalyst. A method for the production of isopulegol (formula I) involves the cyclisation of citronellal (formula II) in presence of a tris-(1,3-diaryl-2-naphthoxy)-aluminum catalyst of formula (III), in which R1>, R2>H, halogen and/or 1-4C alkyl (in the o-, m- and/or p- positions); R3>-R6>H, halogen or 1-4C alkyl. Independent claims are included for (1) aluminium compounds of formula (III) (2) a method for the production of 1,3-diaryl-2-naphthols of formula (VI) by reacting a benzaldehyde of formula (XI) with a diphenyl ketone of formula (XII) to give an unsaturated ketone of formula (XIII), then reacting (XIII) with bromine and cyclising the product by treatment with a carbonate. [Image] [Image] [Image].
Abstract:
The present invention relates to a process for the preparation of isopulegol of formula (I): comprising the cyclization of citronellal of formula (II): in the presence of a tris(aryloxy)aluminum catalyst, wherein the cyclization is carried out in the presence of I. at least one acid and/or II. at least one compound selected from the group comprising carboxylic anhydrides, aldehydes, ketones and vinyl ethers.
Abstract:
Single-step preparation of quaternary ammonium hydroxide (I) comprises conversion of quaternary ammonium formates (IIa) or quaternary ammonium carbonates (IIb) into (I) in the presence of a solvent and a catalyst, which is at least a metal of the groups 8-12 of the periodic system of the elements. Independent claims are included for: (1) (I) obtained by the method; and (2) use of metal of the Group 8-12 of the periodic system of element for preparing (I).
Abstract:
Preparation of optically active alkyl succinic acid monoalkyl esters (I) comprises enantioselective hydrogenation of ester compounds (II) in the presence of a catalyst, which carries a phospholane ligand (L). Preparation of optically active alkyl succinic acid monoalkyl esters of formula (I) comprises enantioselective hydrogenation of ester compound of formula (II) in the presence of a catalyst, which carries a phospholane ligand of formula (L). D, E : H or 1-10C alkyl; R : 1-10C alkyl, aryl or alkylaryl; R 2>1-6C alkyl, aryl or alkylaryl; R 1>H or R 2>; A : R 1>or heterocyclic compound of formula (b); and B1 : bridge member with 1-5C between two P-atom or Cp-Fe-Cp. [Image] [Image].
Abstract:
Diarylphenoxy-aluminum compound (A), obtained by a reaction of bis(diarylphenol) ligand (I) with aluminum compound (II) and/or aluminum compound (III), is new. Diarylphenoxy-aluminum compound, obtained by a reaction of bis(diarylphenol) ligand of formula (I) with aluminum compound (II) of formula ((R 1> 4>) 3 - pAlH p) and/or aluminum compound (III) of formula (MAlH 4), is new. T : 1-6C-alkyl, 1-6C-perfluoroalkyl, 1-6C-alkoxy, 7-12C-aralkyl, halo, optionally substituted 6-10C-aryl or NO 2; Ar 1>-Ar 4>6-15C aryl or 2-15C heteroaryl (optionally substituted by 1-7 substitutions of T SiR 5>aR 6>aR 7>a, NR 8>aR 9>a or SR 1>0a); either R 1>-R 4>H, T, SiR 5>bR 6>bR 7>b, NR 8>bR 9>b or SR 1>0b; or A+R 1>-R4 : aromatic or non-aromatic cycle; D : O, S, NR 1> 1>, C(O), S(O) and/or S(O) 2; A : 1-25C-hydrocarbon, heteroatom of D, T, 1-10C-acyloxy, SiR 5>cR 6>cR 7>c, 2-10C-heteroaryl, NR 8>cR 9>c, SR 1>0c, 1-12-acyl, 1-10C-carboxyl, 6-15C-aryl or 2-15C-hereroaryl optionally substituted by 1-5 substitutions of T, SiR 5>dR 6>dR 7>d, NR 8>dR 9>d, SR 1>0d, heteroatom of D, P(R 1> 1>), (R 1> 1>)P(O) or Si(R 1> 2>R 1> 3>); R 5>a-R 5>d, R 6>a-R 6>d, R 7>a-R 7>d, R 1> 0>a-R 1> 0>d, R 1> 1>-R 1> 3>, R 1> 1>a : 1-6C-alkyl, 7-12C-aralkyl and/or optionally substituted 6-10C-aryl; either R 8>a-R 8>d, R 9>a-R 9>d : 1-6C-alkyl, 7-12C-aralkyl and/or optionally substituted 6-10C-aryl; or R 8>aR 9>a, R 8>bR 9>b, R 8>cR 9>c, R 8>dR 9>d : 2-8C cyclic hydrocarbon containing one or more hetero atoms of O, S or NR 1> 1>a; Al : aluminum; R 1> 4>1-5C-alkyl; p : 0-3; and M : Li, Na or K. Independent claims are included for: (1) a method for preparation of isopulegol of the formula (IV) comprising cyclization of citronellal compound of formula (V) in the presence of (I) as a catalyst; and (2) a method for preparing menthol comprising preparing (IV) and hydrogenating the ethylenic double bonds in the (IV).