Abstract:
Verfahren zur Herstellung von 5-Ringheterocyclen der allgemeinen Formel I
in der
R¹ Methyl oder Hydroxyethyl, R²,R³,R⁴,R⁵,R⁶ Wasserstoff, C₁- bis C₁₂-Alkyl, C₂- bis C₁₂-Alkenyl, Aryl, C₃- bis C₈-Cycloalkyl, C₁- bis C₁₂-Alkoxy, Halogen, C₂- bis C₂₀-Alkoxycarbonyl-alkyl, C₂-bis C₂₀-Alkylcarbonyloxy, Formyl, C₂- bis C₂₀-Formylalkyl, Benzoyl, -CH (OR³) (OR⁵) oder R³ und R⁵ gemeinsam eine gegebenenfalls ein- bis fünffach durch R⁴ substituierte C₂- bis C₇-Alkylenkette oder eine gegebenenfalls ein- bis vierfach durch R⁴ substituierte =CH-CH=CH-CH= Einheit, X Sauerstoff oder N-R⁴ bedeuten, indem man 5-Ringheterocyclen der allgemeinen Formel II
in denen R² R³, R⁴, R⁵, R⁶ und X die obengenannte Bedeutung haben und Y Wasserstoff, Acetyl oder C₂- bis C₂₀-Alkoxycarbonyl bedeutet, mit Dimethyl- oder Ethylencarbonat in Gegenwart einer stickstoffhaltigen Base bei Temperaturen von 50 bis 300°C und Drücken von 0,01 bis 50 bar umsetzt.
Abstract:
A process for producing a 4-substituted azetidinone derivative represented by the following general formula [III]:
(wherein OR is a protected hydroxy group, Y is an alkyl group, an alkoxy group, a silyloxy group, a carbamoyloxy group, an amino group, a substituted or unsubstituted aromatic group or a substituted or unsubstituted heterocyclic group, and n is an integer of 0 or 1, provided that n does not represent O when Y is an alkoxy group, silyloxy group, carbamoyloxy group or amino group), characterized in that a 2-azetidinone derivative represented by the following general formula [I]:
(wherein OR is as defined above, and X is an alkyl group or a substituted or unsubstituted aromatic group) is reacted with thiocarboxylic acid represented by the following general formula [II]: HSCO-(CH₂) n -Y [II] (wherein Y and n are respectively as defined above) in an organic solvent in the presence of copper compounds. The aforementioned method can shorten the production process compared with the prior method. It is also highly advantageous from an industrial point of view because it does not employ mercury salts.
Abstract:
This invention relates to a composition commprising (a) epsilon caprolactam and (b) one or more of 5-[4,5-di(3-carboxypropyl)-2- pyridyl]pentanoic acid or salt or amide, 4-[4,5-di(2-carboxypropyl)-2- pyridyl]-2-methylbutanoic acid or salt or amide, 2-[2-(2-carboxybutyl)-5- (1-carboxypropyl)-4-pyridyl] butanoic acid or salt or amide, 5-[3,5-di(3- carboxypropyl)-2-pyridyl]pentanoic acid or salt or amide, 4-[3,5-di(2- carboxypropyl)-2-pyridyl]-2-methylbutanoic acid or salt or amide, 2-[2-(2- carboxybutyl)-5-(1-carboxypropyl)-3-pyridyl] butanoic acid or salt or amide, 5-amino-4-methylpentanamide, 4-amino-3- ethylbutanamide, 5-[4,5- di(4-hydroxybutyl)-2-pyridyl]pentanol, 4-[4,5-di(2-methoxypropyl)- 2- pyridyl]-2-methylbutanol, 2-[2-(2-methoxybutyl)-5-(1-methoxypropyl)-4- pyridyl]butanol, 5-[3,5-di(4-hydroxybutyl)-2-pyridyl]pentanol, 4-[3,5- di(2-methoxypropyl)-2-pyridyl]-2-methylbutanol, 2[2-(2-methoxybutyl)-5-(1- methoxypropyl)-3-pyridyl]butanol, 5-amino-4-methyl-1-pentanol, 5-imino-2- methyl-1-pentanamine, 5-amino-2-methyl-1-pentanol, 5-imino-4-methyl-1- pentanamine and 2-butyl-4,5-dipropylpyridine, wherein the weight ratio of component a) to component b) is at least about 99 to 1. The epsilon caprolactam compositions are useful in the preparation of nylon 6.
Abstract:
This invention relates in part to processes for producing one or more substituted or unsubstituted epsilon caprolactams, e.g., epsilon caprolactam, which comprises: (a) subjecting one or more substituted or unsubstituted alkadienes to hydroxycarbonylation in the presence of a hydroxycarbonylation catalyst, e.g., a metal-organophosphorus ligand complex catalyst, and neutralization with a base to produce one or more substituted or unsubstituted pentenoic acid salts; (b) subjecting said one or more substituted or unsubstituted pentenoic acid salts to hydroformylation in the presence of a hydroformylation catalyst, e.g., a metal-organophosphorus ligand complex catalyst, to produce one or more substituted or unsubstituted formylvaleric acid salts and/or one or more substituted or unsubstituted epsilon caprolactam precursors; and (c) subjecting said one or more substituted or unsubstituted formylvaleric acid salts and/or said one or more substituted or unsubstituted epsilon caprolactam precursors to reductive amination in the presence of a reductive amination catalyst and cyclization optionally in the presence of a cyclization catalyst to produce said one or more substituted or unsubstituted epsilon caprolactams. This invention also relates in part to reaction mixtures containing one or more substituted or unsubstituted epsilon caprolactams as the principal product(s) of reaction.
Abstract:
A homogeneous catalyst system is removed from a reaction mixture of two liquid phases by separating the two liquid phases with a membrane having at least one separation-active layer in such a way that the homogeneous catalyst system is at least partially concentrated in a membrane retentate; wherein the reaction mixture contains at least one partially epoxidized cyclic unsaturated compound having twelve carbon atoms; and wherein the membrane separation-active layer contains crosslinked a silicone acrylate and/or polydimethylsiloxane and/or polyimide.
Abstract:
Catalytic processes for preparing caprolactam, pipecolinic acid, and their derivatives, from lysine or alpha-amino-epsilon-caprolactam starting materials, and products produced thereby. A process for preparing caprolactam or a derivative thereof, the process comprising contacting a reactant comprising lysine or alpha aminocaprolactam with a catalyst and a gas comprising hydrogen gas, in the presence of a solvent. The catalyst may be provided on a support material, such as a transition metal.
Abstract:
A method for producing a lactam, which comprises subjecting an alicyclic primary amine to an oxidation reaction in the presence of a catalyst comprising a silicon oxide, to thereby obtain a lactam. A catalyst comprising a silicon oxide which is for use in the above-mentioned method.
Abstract:
The present invention provides methods for making N-methylpyrrolidine and analogous compounds via hydrogenation. Novel catalysts for this process, and novel conditions/yields are also described. Other process improvements may include extraction and hydrolysis steps. Some preferred reactions take place in the aqueous phase. Starting materials for making N-methylpyrrolidine may include succinic acid, N-methylsuccinimide, and their analogs.
Abstract:
The present invention provides methods for making N-methylpyrrolidine and analogous compounds via hydrogenation. Novel catalysts for this process, and novel conditions/yields are also described. Other process improvements may include extraction and hydrolysis steps. Some preferred reactions take place in the aqueous phase. Starting materials for making N-methylpyrrolidine may include succinic acid, N-methylsuccinimide, and their analogs.
Abstract:
The present invention provides methods for making N-methylpyrrolidine and analogous compounds via hydrogenation. Novel catalysts for this process, and novel conditions/yields are also described. Other process improvements may include extraction and hydrolysis steps. Some preferred reactions take place in the aqueous phase. Starting materials for making N-methylpyrrolidine may include succinic acid, N-methylsuccinimide, and their analogs.