5973-71-7Relevant articles and documents
Copper-catalyzed aerobic alcohol oxidation under air in neat water by using a water-soluble ligand
Zhang, Guofu,Han, Xingwang,Luan, Yuxin,Wang, Yong,Wen, Xin,Xu, Li,Ding, Chengrong,Gao, Jianrong
, p. 19255 - 19258 (2013)
A copper-catalyzed primary benzylic and allylic alcohols oxidation system has been developed under air in neat water by use of a water-soluble ligand (pytl-β-CD). The ligand was designed and synthesized via a click conjunction between functionalized β-cyclodextrin (β-CD) and 2-ethinylpyridine.
Organic Electrochemistry: Expanding the Scope of Paired Reactions
Moeller, Kevin D.,Wu, Tiandi
supporting information, p. 12883 - 12890 (2021/05/07)
Paired electrochemical reactions allow the optimization of both atom and energy economy of oxidation and reduction reactions. While many paired electrochemical reactions take advantage of perfectly matched reactions at the anode and cathode, this matching of substrates is not necessary. In constant current electrolysis, the potential at both electrodes adjusts to the substrates in solution. In principle, any oxidation reaction can be paired with any reduction reaction. Various oxidation reactions conducted on the anodic side of the electrolysis were paired with the generation and use of hydrogen gas at the cathode, showing the generality of the anodic process in a paired electrolysis and how the auxiliary reaction required for the oxidation could be used to generate a substrate for a non-electrolysis reaction. This is combined with variations on the cathodic side of the electrolysis to complete the picture and illustrate how oxidation and reduction reactions can be combined.
A metal-free heterogeneous photocatalyst for the selective oxidative cleavage of CC bonds in aryl olefins: via harvesting direct solar energy
Das, Shoubhik,Hatami, Nareh,Jooss, Christian,Lange, Niklas Simon,Ronge, Emanuel,Schilling, Waldemar,Zhang, Yu
supporting information, p. 4516 - 4522 (2020/08/10)
Selective cleavage of CC bonds is highly important for the synthesis of carbonyl containing fine chemicals and pharmaceuticals. Novel methodologies such as ozonolysis reactions, Lemieux-Johnson oxidation reaction etc. already exist. Parallel to these, catalytic methods using homogeneous catalysts also have been discovered. Considering the various advantages of heterogeneous catalysts such as recyclability and stability, couple of transition metal-based heterogeneous catalysts have been applied for this reaction. However, the pharmaceutical industries prefer to use metal-free catalysts (especially transition metal-free) to avoid further leaching in the final products. This is for sure a big challenge to an organic chemist and to the pharmaceutical industries. To make this feasible, a mild and efficient protocol has been developed using polymeric carbon nitrides (PCN) as metal-free heterogeneous photocatalysts to convert various olefins into the corresponding carbonyls. Later, this catalyst has been applied in the gram scale synthesis of pharmaceutical drugs using direct solar energy. Detailed mechanistic studies revealed the actual role of oxygen, the catalyst, and the light source.
Method for preparing 3,4-dimethyl benzaldehyde by efficiently catalyzing pseudocumene
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Paragraph 0023-0056, (2019/08/20)
The invention belongs to the technical field of polyoxometallate catalysts, and relates to a method for preparing 3,4-dimethyl benzaldehyde by catalytically oxidizing pseudocumene with a polyoxometallate (Keggin type, Dawson type, Silverton type, Waugh type, Lindquist type, Anderson type and the like) catalyst. The polyoxometallate is adopted as the catalyst, and placed in a reactor, then an organic solvent and the pseudocumene are added in sequence, finally an oxidizing agent is added, stirring and reacting are carried out for 12-48 hours at the temperature of 50 DEG C to 80 DEG C, separationis carried out, and the 3,4-dimethyl benzaldehyde is obtained. Compared with the prior art, the method is easy to operate and mild in condition, the method for preparing the 3,4-dimethyl benzaldehydehas atom economy and environmental friendliness, the conversion rate of the pseudocumene and the selectivity of the 3,4-dimethyl benzaldehyde are high, the catalyst has the advantages of being green,efficient, easy to recycle and the like, and application and popularization value is achieved.
A method for preparation of aromatic aldehydes (by machine translation)
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Paragraph 0044-0046, (2019/03/15)
The invention provides a process for preparing aromatic aldehydes method, comprises the following steps: alkyl substituted benzene and carbon monoxide in the catalyst under catalysis of carbonylation reaction, to obtain the aromatic aldehyde; the catalyst is hydrogen chloride or concentrated hydrochloric acid. The present invention provides a preparation method is simple, solved in the prior art to aluminum chloride as the catalyst, aluminum chloride with an aromatic aldehyde complex problems; and the present invention provides prepared by the preparation method of the aromatic aldehyde high purity, can reach 97.89% -99.12%; in addition, the present invention provides a preparation method can be continuous reaction, it is suitable for industrial large-scale production. (by machine translation)
3. 4 - Dimethyl benzaldehyde preparation method
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Paragraph 0023-0027, (2019/05/15)
The present invention relates to the technical field of fine organic synthesis, in particular to 3, 4 - dimethyl benzaldehyde preparation method, comprising the steps of: 1) acylate: will be 100 parts by weight of ortho-xylene and 150 parts by weight of 1, 3 - dioxa cyclohexane for acidification under acidic conditions, inject the nitrogen used as a ventilation; adding 220 parts by weight of aluminum trichloride with 100 parts by weight of a mixed Lewis acid catalytic, access 120 parts by weight of carbon monoxide, acylation reaction temperature is lower than 5 °C, time is at least 12 hours; 2) water washing: washing solution after the acylate, washing temperature 0 - 5 °C; 3) distillation: oil phase distillation, the distillation temperature in the 145 °C - 225 °C between, sneaking object O-xylene condensed into liquid and enters the tank; 4) re-distillation. The present invention relates to 1, 3 - dioxa cyclohexane as solvent can be better dissolved gaseous carbon monoxide, into the special catalyst reaction can be carried out under the atmospheric pressure, to reduce the requirement of reaction equipment; accelerate the reaction speed and selective, in the product less geometric isomer, the prepared 3, 4 - dimethyl benzaldehyde high purity.
Fe(NO3)3/2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ): An efficient catalyst system for selective oxidation of alcohols under aerobic conditions
Hu, Yongke,Chen, Lei,Li, Bindong
, p. 42 - 46 (2017/10/05)
A practical and efficient catalyst system for the oxidation of alcohols to carbonyl compounds using catalytic amounts of DDQ and Fe(NO3)3 with air as the environmentally benign oxidant has been developed. A variety of benzylic, heterocyclic, allylic and propargylic alcohols were smoothly converted into aldehydes or ketones in good to excellent yields. In case of large-scale reaction for the oxidation of benzyl alcohol, benzaldehyde was obtained in 93% isolated yield. Moreover, a possible reaction mechanism was proposed.
NH3?H2O: The Simplest Nitrogen-Containing Ligand for Selective Aerobic Alcohol Oxidation to Aldehydes or Nitriles in Neat Water
Zhang, Guofu,Ma, Danting,Zhao, Yiyong,Zhang, Guihua,Mei, Guangyao,Lyu, Jinghui,Ding, Chengrong,Shan, Shang
, p. 885 - 889 (2018/12/10)
Aqueous ammonia (NH3?H2O) has been shown to serve as the simplest nitrogen-containing ligand to effectively promote copper-catalyzed selective alcohol oxidation under air in water. A series of alcohols with varying electronic and steric properties were selectively oxidized to aldehydes with up to 95 % yield. Notably, by increasing the amount of aqueous ammonia in neat water, the exclusive formation of aryl nitriles was also accomplished with good-to-excellent yields. Additionally, the catalytic system exhibits a high level of functional group tolerance with ?OH, ?NO2, esters, and heteroaryl groups all being amenable to the reaction conditions. This one-pot and green oxidation protocol provides an important synthetic route for the selective preparation of either aldehydes or nitriles from commercially available alcohols.
Method for preparing aromatic aldehydes by using graphene oxide-titanium sulfate nano composite
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Paragraph 0055-0057, (2018/09/08)
The invention discloses a method for preparing aromatic aldehydes by using a graphene oxide-titanium sulfate nano composite (GO-Ti), and belongs to the technical field of fine chemical product preparation. According to the method, aromatic benzyl alcohols with different structures are taken as reaction substrates, tetrahydrofuran and the like are used as solvents, a hydrogen peroxide solution is used as an oxidizing agent, an oxidation reaction is carried out under the action of a GO-Ti nano composite catalyst, and the aromatic aldehydes are obtained by column chromatography or reduced pressure distillation after the reaction is finished, wherein the reaction temperature is 50-70 DEG C and the reaction time is 3-12 hours. The synthesis method provided by the invention is simple, the used solvents all can be recycled, the oxidation also can be carried out without solvents, the operation is convenient, the reaction conditions are mild, the economic benefit is high, and the environment isfree from pollution. The catalyst still has high conversion rate and selectivity after being recycled and used for 10 times.
Co-immobilization of Laccase and TEMPO in the Compartments of Mesoporous Silica for a Green and One-Pot Cascade Synthesis of Coumarins by Knoevenagel Condensation
Mogharabi-Manzari, Mehdi,Amini, Mohsen,Abdollahi, Mohammad,Khoobi, Mehdi,Bagherzadeh, Ghodsieh,Faramarzi, Mohammad Ali
, p. 1542 - 1546 (2018/02/28)
Co-immobilization of bio- and chemocatalysts produces sustainable, recyclable hybrid systems that open new horizons for green cascade approaches in organic synthesis. Here, the co-immobilization of laccase and 2,2,6,6-tetramethylpiperidin-1-oxyl (TEMPO) in mesoporous silica was used for the one-pot aqueous synthesis of 30 coumarin-3-carboxylate derivatives under mild conditions through the condensation of in situ oxidized 2-hydroxybenzyl alcohols and malonate derivatives. A maximum yield was obtained after incubating at pH 6.0 and 45 °C for 24 h. An efficient organic synthesis was catalyzed by the hybrid catalyst in 10 % organic solvent. More than 95 % of the initial activity of the enzyme was preserved after 10 cycles, and no significant catalyst deactivation occurred after 10 runs. This new system efficiently catalyzed the in situ aerobic oxidation of salicyl alcohols, followed by Knoevenagel condensation, which confirmed the possibility of producing efficient hybrid catalysts by co-immobilization of catalytic species in mesoporous materials.
