1117-37-9Relevant academic research and scientific papers
A new synthesis of alkyl (E)-(3-dimethylamino)acrylates
Robertson, Jeffrey M.,Jones, Ian W.,Kayne, Kevin M.,Contreras, Cristina G.,Witter, Daniel J.,Bates, Robert B.,Hall Jr.
, p. 6080 - 6081 (2011)
A highly stereoselective one-step method for the synthesis of alkyl (E)-(3-dimethylamino)acrylates from N,N-dimethylformamide and ketene acetals is reported.
Efficient synthesis of β-enaminoesters via highly stereoselective Reformatsky reaction with disubstituted formamides as novel electrophiles
Ke, Yi-Yin,Li, Yu-Jin,Jia, Jian-Hong,Sheng, Wei-Jian,Han, Liang,Gao, Jian-Rong
, p. 1389 - 1391 (2009)
An efficient synthesis of various β-enaminoesters has been achieved via Reformatsky reaction with disubstituted formamides as novel electrophiles. The exclusive β-enaminoester E-isomers were obtained in 60-72% yield.
Biaryl and atropisomeric biaryl aldehyde synthesis by one-step, metal-free benzannulation of aryl enals and propiolates
Hu, Deqing,Wan, Jie-Ping,Yang, Lu
, p. 6773 - 6777 (2020)
A new method involving the benzannulation of aromatic enals and two alkyl propiolate molecules has been developed as a powerful route to biaryl aldehydes simply via the promotion of dimethyl amine. The benzannulation process in the absence of an oxidant additive tolerates successfully the formyl group in the enal component, leading to a straightforward one-step synthesis of biaryl and atropisomeric aldehydes. An enamine activation based on the aza-Michael addition of dimethyl amine to the propiolate and the amine elimination-based generation of cyclohexadiene intermediate constitute the major factors enabling the titled reactions. This journal is
Silylamination of electrophilic alkynes
Baines, Kim M.,McOnie, Sarah L.
supporting information, (2021/12/23)
The addition of simple silylamines to dialkyl acetylenecarboxylates was investigated yielding both E and Z-silylenamines in contrast to an earlier report. Silylamination was also achieved with propiolates, expanding the scope of the silylamination reactio
Preparation method of ethyl 3-(N,N-dimethylamino)acrylate
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Paragraph 0027-0044, (2021/02/10)
The invention relates to a preparation method of ethyl 3-(N,N-dimethylamino)acrylate, which comprises the following steps: carrying out heating reaction on formic acid, ethyl acetate and dimethylamineto obtain ethyl 3-(N,N-dimethylamino)acrylate and water. The preparation method of the ethyl 3-(N,N-dimethylamino)acrylate is short in reaction route, high in yield and purity and low in safety risk.
Ethyl N,N-dimethylaminoacrylate synthesis method
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Paragraph 0064-0075, (2019/04/26)
The invention relates to the technical field of synthesis of fine chemical intermediates, particularly to an ethyl N,N-dimethylaminoacrylate synthesis method, which comprises that ethyl acetate, carbon monoxide and dimethylamine are used as starting raw materials, and are subjected to a reaction under the action of a solid alkali catalyst to form the target product ethyl N,N-dimethylaminoacrylate,wherein the solid alkali catalyst is preferably a supported solid alkali catalyst. According to the present invention, the problems that the raw material source is difficult, the price is expensive,the process condition is harsh, the three-waste amount is high, the yield is low, the cost is high, the method is not suitable for industrial production and the like in the prior art are solved; and the synthesis method of the present invention has characteristics of convenient raw material source, low cost, environmentally-friendly reaction condition, substantially-reduced side-product, high total yield, high raw material utilization rate, low production cost and high product purity, and is suitable for large-scale industrial continuous production.
Synthesis method for N,N-dimethylaminoethyl acrylate
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Paragraph 0018; 0019; 0020; 0021; 0022; 0023-0038, (2017/07/21)
The invention discloses a synthesis method for N,N-dimethylaminoethyl acrylate. The method includes the following steps that 1, raw material preparation is carried out, wherein ethyl acetate, carbon monoxide, dimethylamine carbonate and sodium ethoxide serve as raw material; 2, material blending is carried out, wherein the molar ratio of ethyl acetate to carbon monoxide to dimethylamine carbonate to sodium ethoxide is (3-4):(0.9-1.1):(1.0-1.30):(1.2-1.4); 3, ethyl acetate, dimethylamine carbonate and sodium ethoxide are added into a vessel, carbon monoxide is introduced into the vessel, the temperature in the kettle is controlled to be 45-50 DEG C at the pressure of 0.2-0.8 MPa, and a heat-preserved reaction is carried out for 10 h; 4, after the reaction is finished, reduced pressure distillation is carried out to distill off a solvent, and the distilled solvent is recycled; 5, water is added into the vessel, standing is carried out for layering, an oil phase enters a rectification system, and N,N-dimethylaminoethyl acrylate is obtained through rectification. The product synthesized with the method contains few impurities, the amount of wastewater is small, the water resource is saved, the yield is high and reaches 5%, and the content is increased to 99.5% or above from 98%.
Gold nanoparticles on OMS-2 for heterogeneously catalyzed aerobic oxidative α,β-dehydrogenation of β-heteroatom-substituted ketones
Yoshii, Daichi,Jin, Xiongjie,Yatabe, Takafumi,Hasegawa, Jun-ya,Yamaguchi, Kazuya,Mizuno, Noritaka
supporting information, p. 14314 - 14317 (2016/12/14)
In the presence of Au nanoparticles supported on manganese oxide OMS-2 (Au/OMS-2), various kinds of β-heteroatom-substituted α,β-unsaturated ketones (heteroatom = N, O, S) can be synthesized through α,β-dehydrogenation of the corresponding saturated ketones using O2 (in air) as the oxidant. The catalysis of Au/OMS-2 is truly heterogeneous, and the catalyst can be reused.
3-N,N-dimethylamino ethyl acrylate preparation method
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Paragraph 0010; 0021; 0022; 0026; 0027, (2016/10/08)
The invention relates to a 3-N,N-dimethylamino ethyl acrylate synthesis method, which comprises the following reaction process that under a medium pressure of 10-15 bar, piperidine is adopted as a catalyst, ethyl acetate reacts with sodium ethoxide and carbon monoxide to generate a formyl ethyl acetate sodium salt, and the formyl ethyl acetate sodium salt reacts with a dimethylamine hydrochloride to generate the 3-N,N-dimethylamino ethyl acrylate. According to the present invention, the piperidine is adopted as the catalyst, such that the 50 bar high pressure necessarily required in the prior art is reduced, and the complete reaction can be achieved within the medium-low pressure range of 10-15 bar so as to reduce the operation difficulty and the danger during the production.
Alkoxide activation of aminoboranes towards selective amination
Sole, Cristina,Fernandez, Elena
supporting information, p. 11351 - 11355 (2013/11/06)
Piece of the (inter)action: The interaction of alkoxides with the sp 2 Bpin (pin=pinacol) moiety in aminoboranes forms the in situ Lewis acid-base adduct [RO-→B(OR)2-N(R′)2] which enables the amino moiety to react as a strong nucleophile with several electrophiles, thus providing amino alcohols, β-enamino esters, and β-hydroxy amides in a direct and remarkably selective way (see scheme). Copyright
