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    • 2. 发明授权
    • Single step green process for the preparation of substituted cinnamic esters with trans-selectivity
    • 用于制备具有反式选择性的取代肉桂酸酯的单步绿色方法
    • US07741508B2
    • 2010-06-22
    • US11728721
    • 2007-03-26
    • Arun Kumar SinhaAnuj SharmaAnand SwaroopVinod Kumar
    • Arun Kumar SinhaAnuj SharmaAnand SwaroopVinod Kumar
    • C07C69/76
    • C07C67/39C07C67/40C07C67/56Y02P20/582C07C69/734C07C69/618
    • The invention provides a green process for direct oxidation of a large number of substituted or unsubstituted cinnamaldehydes or cinnamyl alcohols into the corresponding alkyl or aryl cinnamates in one step. The process of the present invention is a convenient and efficient green process for the preparation of various aryl or alkyl cinnamates under conventional, microwave and ultrasound directly from cinnamaldehydes or cinnamyl alcohols in the presence of an oxidizing agent, catalyst and an alcohol, with or without an organic solvent. These esters are immensely important compounds in flavor, perfumery and pharmaceutical industries. There are several prior arts available for the preparation of cinnamic esters, but all of them suffer from deficiencies such as use of expensive reagents and catalysts, harsh reaction conditions, use of toxic chemicals and others. In contrast, the present methodology is extremely simple and involves reaction of the substrate with an oxidizing agent mixed with a homogeneous or heterogeneous catalyst and an alcohol with or without organic solvent by stirring at room temperature or refluxing or under microwave or ultrasound irradiation to get the requisite products.
    • 本发明提供了在一个步骤中将大量取代或未取代的肉桂醛或肉桂醇直接氧化成相应的烷基或芳基肉桂酸酯的绿色方法。 本发明的方法是在常规的微波和超声波下直接从肉桂醛或肉桂醇在氧化剂,催化剂和醇存在下制备各种芳基或烷基肉桂酸酯的方法和有效的绿色方法,具有或不具有 有机溶剂。 这些酯是风味,香料和制药行业中非常重要的化合物。 有几种现有技术可用于制备肉桂酯,但是它们都存在诸如使用昂贵的试剂和催化剂,苛刻的反应条件,使用有毒化学品等缺点。 相比之下,本方法非常简单,包括在室温或回流下或在微波或超声波照射下,通过在室温或回流下或在微波或超声波照射下搅拌,使底物与均匀或多相催化剂和醇混合的氧化剂反应,得到 必备产品。
    • 3. 发明申请
    • Single step green process for the preparation of substituted cinnamic esters with trans-selectivity
    • 用于制备具有反式选择性的取代肉桂酸酯的单步绿色方法
    • US20080045742A1
    • 2008-02-21
    • US11728721
    • 2007-03-26
    • Arun SinhaAnuj SharmaAnand SwaroopVinod Kumar
    • Arun SinhaAnuj SharmaAnand SwaroopVinod Kumar
    • C07C69/76
    • C07C67/39C07C67/40C07C67/56Y02P20/582C07C69/734C07C69/618
    • The invention provides a green process for direct oxidation of a large number of substituted or unsubstituted cinnamaldehydes or cinnamyl alcohols into the corresponding alkyl or aryl cinnamates in one step. The process of the present invention is a convenient and efficient green process for the preparation of various aryl or alkyl cinnamates under conventional, microwave and ultrasound directly from cinnamaldehydes or cinnamyl alcohols in the presence of an oxidizing agent, catalyst and an alcohol, with or without an organic solvent. These esters are immensely important compounds in flavor, perfumery and pharmaceutical industries. There are several prior arts available for the preparation of cinnamic esters, but all of them suffer from deficiencies such as use of expensive reagents and catalysts, harsh reaction conditions, use of toxic chemicals and others. In contrast, the present methodology is extremely simple and involves reaction of the substrate with an oxidizing agent mixed with a homogeneous or heterogeneous catalyst and an alcohol with or without organic solvent by stirring at room temperature or refluxing or under microwave or ultrasound irradiation to get the requisite products.
    • 本发明提供了在一个步骤中将大量取代或未取代的肉桂醛或肉桂醇直接氧化成相应的烷基或芳基肉桂酸酯的绿色方法。 本发明的方法是在常规的微波和超声波下直接从肉桂醛或肉桂醇在氧化剂,催化剂和醇存在下制备各种芳基或烷基肉桂酸酯的方法和有效的绿色方法,具有或不具有 有机溶剂。 这些酯是风味,香料和制药行业中非常重要的化合物。 有几种现有技术可用于制备肉桂酯,但是它们都存在诸如使用昂贵的试剂和催化剂,苛刻的反应条件,使用有毒化学品等缺点。 相比之下,本方法非常简单,包括在室温或回流下或在微波或超声波照射下,通过在室温或回流下或在微波或超声波照射下搅拌,使底物与均匀或多相催化剂和醇混合的氧化剂反应,得到 必备产品。
    • 6. 发明申请
    • Single step microwave induced process for the preparation of substituted stilbenes and its analogs
    • 单步微波诱导的取代二苯乙烯及其类似物的制备方法
    • US20070276172A1
    • 2007-11-29
    • US11729994
    • 2007-03-28
    • Arun SinhaAnuj SharmaVinod Kumar
    • Arun SinhaAnuj SharmaVinod Kumar
    • C07C2/72
    • C07C41/30C07C43/23
    • The present invention relates to a single step, microwave induced process for the preparation of substituted stilbenes and its analogs. Particularly, provides a method for the preparation of commercially important 2- or 4-hydroxy substituted stilbenes in one pot utilizing cheaper substrates in the form of 2- or 4-hydroxy substituted arylaldehyde and/or phenylacetic acids as well as regents in the form of base such as collidine, triethylamine, pyridine, piperidine, sodium acetate, ammonium acetate, imidazole, methyl imidazoles and the like and/or acid such as formic acid, acetic acid, propionic acid and the like for a reaction time varying from 1 min-16 hrs depending upon microwave or conventional heating, without using decarboxylating agents with yield varying from 37-66% depending upon the base and/or acid, solvent and substrate used. It is important to mention that the presence of hydroxy substitution at 2- or 4-position of arylaldehyde and/or aryl acetic acid is essential requirements towards formation of stilbenes in one step.
    • 本发明涉及用于制备取代的二苯乙烯及其类似物的微波诱导方法的单步骤。 特别地,提供了在一个锅中制备商业上重要的2-或4-羟基取代的二苯乙烯的方法,其使用2-或4-羟基取代的芳基醛和/或苯乙酸形式的廉价的底物以及 碱,例如可力丁,三乙胺,吡啶,哌啶,乙酸钠,乙酸铵,咪唑,甲基咪唑等,和/或酸如甲酸,乙酸,丙酸等,反应时间为1分钟 - 16小时,取决于微波或常规加热,不使用脱羧剂,取决于所用的碱和/或酸,溶剂和底物,产率从37-66%变化。 重要的是提及芳基醛和/或芳基乙酸的2-位或4-位的羟基取代是在一个步骤中形成二苯乙烯的基本要求。
    • 8. 发明申请
    • Microwave Induced One Pot Process For The Preparation Of Arylethenes
    • 微波诱导的一锅法制备芳纶
    • US20080045752A1
    • 2008-02-21
    • US11691896
    • 2007-03-27
    • Arun SinhaAnuj SharmaVinod Kumar
    • Arun SinhaAnuj SharmaVinod Kumar
    • C07C41/01C07C37/00
    • C07C41/18C07C37/0555C07C37/50C07C37/82C07C41/26C07C43/23C07C39/20C07C43/215
    • The invention entitled “A Microwave Induced One Pot Process for The Preparation of Arylethenes” provides a method for the preparation of commercially important 2- or 4-hydroxy substituted arylethenes like styrenes or stilbenes in one pot utilizing cheaper substrates in the form of 2- or 4-hydroxy substituted cinnamic acids and their derivatives as well as reagents in the form of base such as sodium hydroxide, potassium hydroxide, lithium hydroxide, sodium bicarbonate, sodium carbonate, potassium bicarbonate, potassium carbonate, ammonium acetate, imidazole, methylimidazole and the combination thereof, with or without solvent such as dimethylformamide, dimethylsulfoxide, ethylene glycol, diethylene glycol, acetonitrile, acetone, methyl imidazoles, ionic liquid, water and the like. The reaction time vary from 1 min-12 hrs and yield of the products from 49-76% depending upon the base, acid, substrate source of heating monomode or multimode microwave or conventional. It is important to mention that the presence of 2- or 4-hydroxy substitution at phenyl ring of cinnamic acids and their derivatives is essential requirements towards formation of corresponding arylethenes in one step.
    • 题为“A Microwave Induced One Pot Process for the Preparation of Arylehenes”的发明提供了一种在一个罐中制备商业上重要的2-或4-羟基取代的芳香醚如苯乙烯或二苯乙烯的方法,其使用2-或 4-羟基取代的肉桂酸及其衍生物以及碱的形式的试剂如氢氧化钠,氢氧化钾,氢氧化锂,碳酸氢钠,碳酸钠,碳酸氢钾,碳酸钾,乙酸铵,咪唑,甲基咪唑及其组合 有或没有溶剂如二甲基甲酰胺,二甲基亚砜,乙二醇,二甘醇,乙腈,丙酮,甲基咪唑,离子液体,水等。 反应时间从1分钟-12小时变化,产物的产率从49-76%变化,这取决于加热单模或多模微波或常规的碱,酸,底物来源。 重要的是提到在肉桂酸及其衍生物的苯环上存在2-或4-羟基取代是在一个步骤中形成相应的芳酰基的必要条件。