摘要:
Es wird ein Verfahren zur Herstellung von 2-AIkyl-4-trifluormethyl-3-alkylsulfonyl-benzoesäuren der Formel (I) beschrieben. Darin stehen die Substituenten für Reste wie Alkyl und substituiertes Phenyl (Formeln (II)-(V), (V)-(I)).
摘要:
A simple and elegant chemical process for the synthesis of oxygenated products, such as acids and aldehydes, or other derivative products, such as amines and nitriles, of cyclic bifunctional molecules made from renewable, bio-based sources such as HMF and/or its reduction product, 2,5-bis(hydroxymethyl)-tetrahydrofuran (bHMTHF) is described. In general, the process involves: a) generating a tetrahydrofuran-2,5-diyl-bis(methylene)-bis(sulfonate) from bHMTHFs using a sulfonate; b) displacing nucleophilically at least a sulfonate leaving group from the tetrahydrofuran-2,5-diyl-bis(methylene)-bis(sulfonate) to form a THF-dinitrile; and either c) oxidizing the THF-dinitrile with an acid having a pKa of ≤ 0 to generate a di-acid, or d) reducing partially the THF-dinitrile to generate a di-aldehyde, or e) reducing fully the THF-dinitrile to generate a di-amine.
摘要:
Disclosed is a method for preparing a compound of Formula 1 comprising contacting a compound of Formula 2 with a metal cyanide reagent, a copper(I) salt reagent, an iodide salt reagent and at least one compound of Formula 3 wherein R 1 is (NHR 3 or OR 4 ; R 2 is CH 3 or Cl; R 3 is H, C 1 -C 4 alkyl, cyclopropyl, cyclopropylcyclopropyl, cyclopropylmethyl or methylcyclopropyl; R 4 is H or C 1 -C 4 alkyl; X is Br or Cl; and R 5 , R 6 , R 7 , R 8 and R 9 are as defined in the disclosure. Also disclosed is a method for preparing a compound of Formula 4 wherein R 12 , R 13 , R 14 and Z are as defined in the disclosure, using a compound of Formula 1 characterized by preparing the compound of Formula 1 by the method disclosed above or using a compound of Formula 1 prepared by the method disclosed above.
摘要翻译:公开了一种制备式1化合物的方法,包括使式2的化合物与金属氰化物试剂,铜(I)盐试剂,碘化物盐试剂和至少一种式3化合物(其中R 1是(NHR 3或OR 4) ; R 2为CH 3或Cl; R 3为H,C 1 -C 4烷基,环丙基,环丙基环丙基,环丙基甲基或甲基环丙基; R 4为H或C 1 -C 4烷基; X为Br或Cl;且R 5,R 6,R 7,R 8和R 9为 还公开了制备式4化合物的方法,其中R 12,R 13,R 14和Z如本公开所定义,使用式1的化合物,其特征在于通过方法制备式1的化合物 或使用通过上述方法制备的式1的化合物。
摘要:
Disclosed is a method for preparing a compound of Formula 1 comprising contacting a compound of Formula 2 with at least one alkali metal cyanide of Formula 3 and a compound of Formula 4 wherein R 1 is NHR 3 or OR 4 ; R 2 is CH 3 or Cl; R 3 is H, C 1 -C 4 alkyl, cyclopropyl, cyclopropylcyclopropyl, cyclopropylmethyl or methylcyclopropyl; R 4 is H or C 1 -C 4 alkyl; X is Br, Cl or I; and R 5 , R 6 , R 7 , R 8 , R 9 and R 10 are as defined in the disclosure. Also disclosed is a method for preparing a compound of Formula 4 wherein R 9 and R 10 together are a cycloalkadiene bidentate ligand, comprising contacting a compound of Formula 5 wherein Y is Cl, Br or I, with a cycloalkadiene bidentate ligand, at least one metal reducing agent and a nitrile solvent. Also disclosed is a method for preparing a compound of Formula 1 comprising preparing a compound of Formula 4 by contacting a compound of Formula 5 with a cycloalkadiene bidentate ligand and at least one metal reducing agent, and then contacting the reaction mixture comprising the compound of Formula 4 with a compound of Formula 2 and at least one alkali metal cyanide of Formula 3; and further disclosed is a method for preparing a compound of Formula 6 wherein R 15 , R 16 , R 17 and Z are as defined in the disclosure using a compound of Formula 1, characterized by preparing the compound of Formula 1 by a method disclosed above.
摘要:
Disclosed is a method for preparing a compound of Formula (1) comprising contacting a compound of Formula (2) with at least one compound of Formula 3 in the presence of a solvent comprising one or more organic solvents selected from ethers and nitriles and a catalytically effective amount of a palladium complex comprising at least one tertiary phosphine ligand of Formula (4) wherein R 1 is NHR 3 or OR 4 ; R 2 is CH 3 or Cl; R 3 is H, C 1 - C 4 alkyl, cyclopropyl, cyclopropylmethyl or methylcyclopropyl; R 4 is H or C 1 -C 4 alkyl; M 1 is an alkali metal; and R 5 , R 6 and R 7 are defined in the disclosure; provided that when R 2 is Cl, then X is Br. Also disclosed is a method for preparing a compound of Formula 5 wherein R 14 , R 15 , R 16 and Z are as defined in the disclosure using a compound of Formula 1 characterized by preparing the compound of Formula (1) by the aforedescribed method.
摘要翻译:公开了一种制备式(1)化合物的方法,包括使式(2)化合物与至少一种式3的化合物在包含一种或多种选自醚和腈的有机溶剂和催化剂的溶剂的存在下接触 有效量的包含至少一种式(4)的叔膦配体的钯络合物,其中R 1是NHR 3或OR 4; R 2是CH 3或Cl; R 3是H,C 1 -C 4烷基,环丙基,环丙基甲基或甲基环丙基; R 4是H或C 1 -C 4烷基; M 1是碱金属; 和R 5,R 6和R 7定义在本公开内容中; 条件是当R 2为Cl时,则X为Br。 还公开了制备式5化合物的方法,其中R 14,R 15,R 16和Z如本公开所定义 使用通过上述方法制备式(1)化合物的式1化合物。
摘要:
A process for producing 3-formyl-5-trifluoromethylbenzonitrile which comprises a first step in which a 3-dihalogenomethylbenzotrifluoride represented by the general formula [1]: [Chemical formula 12] [1] [wherein X and Y represent the same or different halogeno (fluorine, chlorine, bromine, or iodine)] is brominated to obtain a 1-bromo-3-dihalogenomethyl-5-trifluoromethylbenzene represented by the general formula [2]: [Chemical formula 13] [2] [wherein X and Y represent the same or different halogeno (fluorine, chlorine, bromine, or iodine)], a second step in which the 1-bromo-3-dihalogenomethyl-5-trifluoromethylbenzene is hydrolyzed to obtain 1-bromo-3-formyl-5-trifluoromethylbenzene, and a third step in which the 1-bromo-3-formyl-5-trifluoromethylbenzene is cyanated with a cyano compound to obtain 3-formyl-5-trifluoromethylbenzonitrile.
摘要:
The present invention relates to a continuous process for the cyanation of hydrogenated β-ketoesters in a cyanation zone maintained under conditions of temperature and pressure effective for cyanation of a hydrogenated R-ketoester. A substrate comprising a hydrogenated β-ketoester is continuously supplyed to the cyanation zone together with a cyanide. The substrate is contacted with the cyanide in the cyanation zone for a period effective for at least partial cyanation of the hydrogenated β-ketoester and a product stream is continuously extracted from the cyanation zone.
摘要:
(57) Abstract The invention relates to a process for the preparation of a compound of formula (I): wherein, R represents C1-4 alkoxy; fluorine, chlorine or bromine; and R represents hydrogen or C1-4 alkoxy; which process comprises the reaction of the corresponding orthonitrohalobenzene of formula (II): wherein R and R are as hereinbefore defined and X represents a fluorine, chlorine or bromine atom, with, when X represents a fluorine atom: a) an alkali metal cyanide, in a non aqueous solvent optionally in the presence of a catalyst; or when X represents a chlorine atom: b) cuprous cyanide and a source of bromide selected from hydrogen bromide, bromine and a tetraalkylammonium bromide; optionally in the presence of an alkali metal bromide or an alkaline earth metal bromide; or c) an alkali metal cyanide or a tetraalkylammonium cyanide, in the presence of an alkali metal bromide or an alkaline earth metal bromide; or c) an alkali metal cyanide or a tetraalkylammonium cyanide, in the presence of cuprous bromide and a phase transfer catalyst; or d) cuprous cyanide and lithium iodide; or when X represents a bromine atom: e) cuprous cyanide optionally in the presence of a catalyst selected from an alkali metal bromide or an alkaline earth metal bromide; or f) an alkalie metal cyanide in the presence of a catalytic amount of cuprous cyanide and a phase transfer catalyst.
摘要:
Disclosed is a process for the preparation and recovery of cyclopropylacetonitrile by a novel combination of process steps beginning with a mixture of cyclopropylmethyl halide, a cyclobutyl halide and a 4-halo-1-butene. The process permits the recovery of substantially pure cyclopropylacetonitrile and cyclobutyl halide, e.g., cyclopropylacetonitrile and cyclobutyl halide each having a purity greater than 95 %.