3852-09-3Relevant academic research and scientific papers
Phase-Transfer Catalyzed Reactions. 5. Dramatic Effect of the Concentration of Base on the Dimerization of Crotonaldehyde
McIntosh, John M.,Khalil, Hamdy,Pillon, David W.
, p. 3436 - 3439 (1980)
Self-condensation of crotonaldehyde under base-catalyzed phase-transfer conditions leads to aldehydes 3 or 4, depending only on the concentration of aqueous hydroxide used.Quaternary ammonium fluorides in anhydrous THF is shown to be a useful system for conjugate additions involving base-sensitive aldehydes.
Palladium(II)-catalyzed oxidation of acrylate esters to acetals in supercritical carbon dioxide
Jia, Lanqi,Jiang, Huanfeng,Li, Jinheng
, p. 985 - 986 (1999)
The development of a new palladium(II)-catalyzed oxidation of methyl acrylate, affording methyl 3,3-dimethoxypropanoate in excellent conversion and selectivity in supercritical CO2, is presented.
Synthesis method of methyl 3-methoxypropionate
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Paragraph 0041-0068, (2021/03/13)
The invention relates to a synthesis method of methyl 3-methoxypropionate, which comprises the following steps of carrying out addition reaction on absolute methanol and methyl acrylate under the condition of a catalyst which is a micromolecular tertiary amine catalyst, and after the reaction is finished, rectifying to remove excessive absolute methanol, unreacted methyl acrylate and the catalyst,collecting methyl 3-methoxypropionate with the purity of more than 99.8% as a product, and recycling the collected excessive absolute methanol, unreacted methyl acrylate and the catalyst in the nextreaction. The synthesis method has the advantages of simple synthesis, mild conditions, no need of acid neutralization, few side reactions, no three wastes, high conversion rate, long-term use of thecatalyst, repeated cyclic utilization, no damage, simplified separation process, good product quality, easy obtainment of 99.8% or above of purity, promotion of large-scale production, and facilitation of large-scale application to the photoelectric industry.
MANUFACTURING METHOD OF N-SUBSTITUTED (METH)ACRYLAMIDE
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Paragraph 0049; 0052, (2019/05/25)
To provide a method for industrially manufacturing high purity β-alkoxypropionic acid amide, β-aminopropionic acid amide and N-substituted (meth)acrylamide at high yield using (meth)acrylic acid ester as a starting material.SOLUTION: By conducting an amidation reaction with amine in the presence of a metal complex as a catalyst using β-substituted propionic acid ester which is a product material of a Michael addition reaction of (meth)acrylic acid ester and alcohol or amine, β-substituted propionic acid amide is obtained. Further by conducting a thermal decomposition reaction of the β-substituted propionic acid amide in the presence of the metal complex, and eliminating the alcohol or the amine, objective compound N-substituted (meth)acrylamide is obtained.SELECTED DRAWING: None
Manufacturing method of methyl 3-methoxypropionate with high purity and yield and manufacturing equipment therefor
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Paragraph 0043-0045, (2018/05/03)
The present invention relates to a method for manufacturing methyl 3-methoxypropionate with high purity and yield, and a manufacturing device optimized therefor and, more specifically, to a process capable of inhibiting side reactions and obtaining products with high yield through a process of adjusting moisture or the like by passing through a reaction sampling process during a reaction process of methanol and methyl acrylate.COPYRIGHT KIPO 2018
Method for preparing 3-methyl methoxypropionate
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Paragraph 0020; 0021; 0022; 0023; 0024; 0025; 0026-0029, (2018/04/03)
The invention relates to a method for preparing 3-methyl methoxypropionate. The method is characterized in that methyl acetate, formaldehyde and methanol are used as raw materials for reaction under the presence of a catalyst, and 3-methyl methoxypropionate is obtained. The catalyst is composed of an active component and a carrier. The active component includes a Cs metal salt, an alkali metal hydroxide and an IVB-group metal oxide. The method has the advantages in that the raw materials are low in cost, the production process is continuous and 3-methyl methoxypropionate is high in yield.
Metal-Free Catalytic Reduction of α,β-Unsaturated Esters by 1,3,2-Diazaphospholene and Subsequent C-C Coupling with Nitriles
Chong, Che Chang,Rao, Bin,Kinjo, Rei
, p. 5814 - 5819 (2017/09/15)
1,3,2-Diazaphospholene 1 catalyzes the conjugate transfer hydrogenation as well as the 1,4-hydroboration of α,β-unsaturated esters. The initial step for both processes involves a 1,4-hydrophosphination of the α,β-unsaturated esters to afford a phosphinyl enol ether. Subsequent cleavage of the P-O bond in the phosphinyl enol ether by ammonia-borane (AB) generates an enol intermediate which tautomerizes to saturated esters, while the P-O bond cleavage by HBpin via a formal σ-bond metathesis affords boryl enolate intermediate. The latter could undergo a further coupling reaction with nitriles to form substituted amino diesters or 1,3-imino esters, depending on α,β-unsaturated ester substrates. These catalytic reactions can also be performed in a one-pot manner, illustrating a protocol for metal-free catalytic C-C bond construction.
MANUFACTURING METHOD OF β-SUBSTITUTED PROPIONIC ACID AMIDE AND N-SUBSTITUTED (METH)ACRYLAMIDE
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Paragraph 0046; 0050, (2018/07/03)
PROBLEM TO BE SOLVED: To provide a method for industrially manufacturing β-alkoxy propionic acid amide, β-amino propionic acid amide and N-substituted (meth)acryl amide using (meth)acrylic acid ester as starting material at high yield and high purity. SOLUTION: There is provided a method for obtaining N-substituted (meth)acryl amide represented by target compound formula (7) by conducting an amidation reaction with amine using β-substituted propionic acid ester represented by the formula (1) of a product of a Michael addition reaction of (meth)acrylic acid ester and alcohol or amine in presence of a metal complex as a catalyst to obtain β-substituted propionic acid amide represented by the formula (3) and conducting a thermal decomposition reaction of β-substituted propionic acid amide in presence of the metal complex as the catalyst to eliminate alcohol or amine. A-CH2-C(R1)H-C(=O)-OR2 (1), A-CH2-C(R1)H-C(=O)-N(R3)R4 (3), CH2=C(R1)-C(=O)-N(R3)R4 (7) SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT
Formation of a New, Strongly Basic Nitrogen Anion by Metal Oxide Modification
Tamura, Masazumi,Kishi, Ryota,Nakayama, Akira,Nakagawa, Yoshinao,Hasegawa, Jun-Ya,Tomishige, Keiichi
supporting information, p. 11857 - 11867 (2017/09/08)
Development of new hybrid materials having unique and unprecedented catalytic properties is a challenge for chemists, and heterogeneous-homogeneous hybrid catalysts have attracted much attention because of the preferable and exceptional properties that are highly expected to result from combination of the components. Base catalysts are widely used in organic synthesis as key materials, and a new class of base catalysts has made a large impact from academic and industrial viewpoints. Here, a principle for creating a new strong base by hybridization of homogeneous and heterogeneous components is presented. It is based on the modification of organic compounds with metal oxides by using the acid-base property of metal oxides. Based on kinetic and DFT studies, combination of CeO2 and 2-cyanopyridine drastically enhanced the basicity of 2-cyanopyridine by a factor of about 109 (～9 by pKa (in CH3CN)), and the pKa was estimated to be ～21, which locates it in the superbase category. 2-Cyanopyridine and CeO2 formed a unique adsorption complex via two interaction modes: (i) coordinative interaction between the Ce atom of CeO2 and the N atom of the pyridine ring in 2-cyanopyridine, and (ii) covalent interaction between the surface O atom of CeO2 and the C atom of the CN group in 2-cyanopyridine by addition of the lattice oxygen of CeO2 to the CN group of 2-cyanopyridine. These interactions established a new, strongly basic site of N- over the CeO2 surface.
Preparation method of methyl 3-methoxypropionate
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Paragraph 0011-0016, (2017/04/11)
The invention provides a preparation method of methyl 3-methoxypropionate. The preparation method comprises that methanol and methyl acrylate undergo an addition reaction under conditions of a mole ratio of methanol to methyl acrylate of 4-6: 1, a catalyst sodium methoxide use amount 2-3% of the total weight of methanol and methyl acrylate, a polymerization inhibitor use amount 0.2-0.3% of the total weight of methanol and methyl acrylate, an addition reaction temperature of 30-40 DEG C and methyl acrylate dropwise addition time of 1-3h, and after dropwise addition, thermal reaction time of 2-3h, the reaction solution is neutralized and then is subjected to normal pressure distillation so that unreacted methanol is distilled, and the residual reaction solution is subjected to reduced pressure distillation under pressure of -0.09MPa to -0.098MPa so that a methyl 3-methoxypropionate product is obtained. Under the above reaction conditions, methyl acrylate does not undergo a polymerization reaction so that reaction time is shortened. In the reaction, methyl acrylate is completely removed so that a reaction yield is improved, a product refining process is simple and a high purity product is obtained through simple distillation.
