- A high yielding, one-pot synthesis of dialkyl carbonates from alcohols using Mitsunobu's reagent
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A Mitsunobu-based protocol has been developed for the synthesis of symmetrical and unsymmetrical dialkylcarbonates from a variety of primary, secondary and tertiary alcohols using gaseous carbon dioxide, in good to excellent yields. This protocol is mild and efficient compared to other reported methods.
- Chaturvedi, Devdutt,Mishra, Nisha,Mishra, Virendra
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- Method for synthesizing organic carbonate from carbon dioxide, alcohol and brominated alkane under mild conditions
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The invention discloses a method for synthesizing organic carbonate from carbon dioxide, alcohol and brominated alkane under mild conditions, belonging to the field of chemical synthesis. According tothe method, carbon dioxide, alcohol and brominated alkane are used as raw materials, 1,8-diazabicycloundec-7-ene (DBU) is used as an activating agent, and acetonitrile is used as a solvent to preparethe organic carbonate. The target product, namely the organic carbonate with excellent yield can be obtained under optimized reaction conditions. The method is mild in reaction conditions, simple andconvenient to operate and high in yield, and is an excellent system for preparing the organic carbonate.
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Paragraph 0016-0017; 0018-0020; 0023-0024
(2020/06/02)
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- Room temperature and normal pressure preparation method of organic carbonate
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The invention relates to the technical field of organic synthesis, and provides a room temperature and normal pressure preparation method of organic carbonate. The method comprises the following steps: introducing carbon dioxide into an imidazole ionic liquid to obtain a mixture; mixing the obtained mixture with alcohol and halogenated hydrocarbon, and carrying out addition-substitution reactionsto obtain organic carbonate. The whole reaction process is carried out at a room temperature under a normal pressure. The activation energy of the reaction is reduced by using imidazole ionic liquid and halogenated hydrocarbon, and finally, organic carbonate is prepared from CO2 at a room temperature under a normal pressure.
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Paragraph 0100-0102
(2020/07/15)
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- CARBONATE DERIVATIVE PRODUCTION METHOD
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The objective of the present invention is to provide a method for producing a carbonate derivative in a safe and efficient manner. The method for producing a carbonate derivative according to the present invention is characterized in comprising irradiating light on a composition containing a C1-4 halogenated hydrocarbon having one or more kinds of halogen atoms selected from the group consisting of a chlorine atom, a bromine atom and an iodine atom, a nucleophilic functional group-containing compound and the specific base in the presence of oxygen.
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Paragraph 0135-0136; 0151-0152
(2020/04/09)
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- Method of manufacturing Dialkyl carbonate using carbon dioxide
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In the embodiment of the present invention consists of a carbon dioxide using the d alkyl car this [thu [thu] which it sees a manufacturing method is provided other [...] number one, alcohol, imidazolium cation and bicarbonate mixing negative catalyst and bases the solvent to form a mixture, said mixture by mixing said reactants including injecting carbon dioxide for generating an agitating the manufacturing method characterized in that the d alkyl car this [thu [thu] which it sees a number [...] substrate. (by machine translation)
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Paragraph 0073-0079; 0088; 0149-0151
(2019/08/12)
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- Method for preparing dialkyl carbonate by alcoholysis of urea
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The invention relates to a method for preparing dialkyl carbonate by alcoholysis of urea, belonging to the field of chemical synthesis. More specifically, the invention relates to preparation of dialkyl carbonate. The method comprises the following step: subjecting urea and alkyl monohydric alcohol to a reflux reaction under stirring for 6 to 30 hours under the condition of normal pressure or reduced pressure at a reaction temperature of 70 to 150 DEG C by using one or more selected from the group consisting of metal magnesium, calcium, aluminum, chromium, manganese, iron, cobalt, nickel, copper or zinc as a main catalyst and one or more compounds containing donor atom nitrogen, phosphorus, oxygen or sulfur as an auxiliary catalyst so as to prepare the dialkyl carbonate. The preparation method provided by the invention has the following advantages: the dialkyl carbonate is prepared with high selectivity and high yield at a low reaction temperature under the condition of normal pressureor reduced pressure; simple operation, high safety and low cost are achieved in the processing process; and good industrial application prospects are obtained.
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Paragraph 0047
(2018/09/08)
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- Synthesis of Ditetrahydrofurfuryl Carbonate as a Fuel Additive Catalyzed by Aminopolycarboxylate Ionic Liquids
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Abstract: A new series of aminopolycarboxylate ionic liquids were designed, synthesized, and applied for efficient and selective synthesis of ditetrahydrofurfuryl carbonate (DTC). Tetraethylammonium nitrilotriacetate ([N2222]3[NTA]) was demonstrated to show the best catalytic performance, in which DTC could be obtained at a yield of 80% under optimum conditions. Graphical Abstract: [Figure not available: see fulltext.].
- Huang, Wei,Tao, Duan-Jian,Chen, Feng-Feng,Hui, Wei,Zhu, Jia,Zhou, Yan
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p. 1347 - 1354
(2017/08/29)
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- Highly efficient and selective synthesis of dibutyl carbonate via the synergistic dual activation catalysis of tetraethylammonium prolinate ionic liquids
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A facile, highly efficient and phosgene-free synthesis process of dimethyl carbonate (DMC) with nbutanol (BuOH) to dibutyl carbonate (DBC) by transesterification reaction has been studied in detail using tetraethylammonium-based amino acid ionic liquids ([N2222][AA]) as homogeneous catalysts. The results indicated that tetraethylammonium prolinate ([N2222][Pro]) exhibited the best catalytic activity in compared to other four [N2222][AA], and DBC could be obtained at a yield of 72% under optimum conditions. Furthermore, quantum-mechanical calculations manifested that such high DBC yield originated from the synergistic dual activation catalysis of [N2222][Pro]. [N2222][Pro] could activate BuOH and DMC well at the same time, which enhances the electrophilicity of BuOH and the nucleophilicity of DMC respectively, leading to the excellence catalytic performance.
- Ouyang, Fan,Wang, Zhen-Zhen,Zhou, Yan,Cheng, Zheng,Lu, Zhang-Hui,Yang, Zhen,Tao, Duan-Jian
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p. 177 - 183
(2015/05/05)
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- Highly efficient and selective synthesis of dibutyl carbonate via the synergistic dual activation catalysis of tetraethylammonium prolinate ionic liquids
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A facile, highly efficient and phosgene-free synthesis process of dimethyl carbonate (DMC) with n-butanol (BuOH) to dibutyl carbonate (DBC) by transesterification reaction has been studied in detail using tetraethylammonium-based amino acid ionic liquids ([N2222][AA]) as homogeneous catalysts. The results indicated that tetraethylammonium prolinate ([N2222][Pro]) exhibited the best catalytic activity in compared to other four [N2222][AA], and DBC could be obtained at a yield of 72% under optimum conditions. Furthermore, quantum-mechanical calculations manifested that such high DBC yield originated from the synergistic dual activation catalysis of [N2222][Pro]. [N2222][Pro] could activate BuOH and DMC well at the same time, which enhances the electrophilicity of BuOH and the nucleophilicity of DMC respectively, leading to the excellence catalytic performance.
- Ouyang, Fan,Wang, Zhen-Zhen,Zhou, Yan,Cheng, Zheng,Lu, Zhang-Hui,Yang, Zhen,Tao, Duan-Jian
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p. 177 - 183
(2015/05/05)
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- Method for synthesis of organic carbonates
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In the present invention, provided is a method for synthesizing organic carbonates, comprising the steps of providing a mixture solution of ionic liquid and alcohol activating reagent; introducing carbon dioxide sources with acidity and alkalinity to the mixture solution; and making the alcohol react with the carbon dioxide source and accordingly obtaining products through the binding of the alcohol and the carbon dioxide source.COPYRIGHT KIPO 2015
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Paragraph 0040; 0077-0079
(2016/12/01)
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- Organic carbonate synthesis from CO2 and alcohol over CeO 2 with 2-cyanopyridine: Scope and mechanistic studies
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The combination system of CeO2-catalyzed carboxylation and 2-cyanopyridine hydration (CeO2 + 2-cyanopyridine system) is effective for the direct synthesis of organic carbonates from CO2 and alcohols. This catalyst system can be applied to various alcohols to afford the corresponding carbonates in high alcohol-based yields. The hydration of 2-cyanopyridine over CeO2 rapidly proceeds under the low concentration of water, which can remove the water from the reaction media. Since the reaction is limited by the chemical equilibrium, the removal of water remarkably shifts the chemical equilibrium to the carbonate side, leading to high carbonate yields. In addition, 2-picolinamide that is produced by hydration of 2-cyanopyridine forms an intramolecular hydrogen bonding between H atom of the amide group and N atom of the pyridine ring, which weakens the adsorption of 2-picolinamide on CeO2 by reduction of the acidity. The reaction mechanism of DMC formation in CeO2 + 2-cyanopyridine system is also proposed.
- Honda, Masayoshi,Tamura, Masazumi,Nakagawa, Yoshinao,Nakao, Kenji,Suzuki, Kimihito,Tomishige, Keiichi
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- The continuous acid-catalysed etherification of aliphatic alcohols using stoichiometric quantities of dialkyl carbonates
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A range of methyl and ethyl ethers of aliphatic alcohols have been synthesized cleanly in high yield by reacting the corresponding alcohol with dimethyl carbonate or diethyl carbonate over the solid acid catalyst, I-alumina. The reaction could be conducted at ambient pressure without the need for the large excess of dialkyl carbonate as previously reported in the literature. If the reaction was conducted at high pressure, the conversion of the starting alcohol was greatly reduced. However, high pressure CO2 can be used as the solvent without significant reduction in yield. This has implications for tandem reactions.
- Parrott, Andrew J.,Bourne, Richard A.,Gooden, Peter N.,Poliakoff, Martyn,Irvine, Derek J.,Bevinakatti, Han. S.
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supporting information; experimental part
p. 1420 - 1426
(2011/09/20)
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- Synthesis of symmetrical organic carbonates via significantly enhanced alkylation of metal carbonates with alkyl halides/sulfonates in ionic liquid
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We report a new phosgene-free method for the synthesis of symmetrical organic carbonates via alkylation of metal carbonate with various alkyl halides and sulfonates in 1-n-butyl-3-methyl-imidazolium hexafluorophosphate, [bmim] [PF6], as an ecofriendly reaction media. Alkylation of metal carbonate in various ionic liquids with 1-bromo-3-phenylpropane (1a) as a model reactant has thoroughly been investigated. Potassium and cesium carbonates appeared to be the most suitable metal carbonate due to their high solubility in ionic liquids. Besides good to excellent yields, this simple and convenient methodology is devoid of highly toxic and harmful chemicals such as phosgene and carbon monoxide, which is an additional advantage.
- Jorapur, Yogesh R.,Chi, Dae Yoon
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p. 10774 - 10777
(2007/10/03)
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- Kinetic Investigations on Radical Initiated Fragmentation of Orthoformiates of 2,2,3,3,4,4,5,5-Octafluorpentan-1-ol
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tert.-Butoxy radicals abstract the methin hydrogen atom on orthoesters 1 of 2,2,3,3,4,4,5,5-octafluoropentan-1-ol, and the radicals 2 thus formed fragmente at 130 deg C into dialkylcarbonates 3.Due to their acceptor properties the fluoroalkyl substituents influence the velocity of the hydrogen abstraction reaction.On the contrary, no influence of these substituents on the rate of the fragmentation step has been measured.With 2-fluoroalkyl substituted 1,3-dioxolanes the radical induced fragmentation leads to ring-opened carbonates, which are the major products, and ethylene carbonate.
- Gizatullina, S. R.,Jakupov, I. S.,Germac, A. V.,Zlotskij, S. S.,Rachmankulov, D. L.,Timpe, H.-J.
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p. 375 - 380
(2007/10/02)
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- Some Reactions of Trichloromethanesulfenyl Chloride with Alcohols and Thiols
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Four new trichloromethyl disulfides, four alkyl orthocarbonates, and two trithiocarbonates have been synthesized and have been characterized by physical, spectral, and analytical properties.
- Islam, Nafisa B.,Kwart, Harold,Khan, S.
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p. 509 - 512
(2007/10/02)
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