4408-60-0Relevant academic research and scientific papers
Method for preparing carboxylic acid by one-pot method
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Paragraph 0061-0065, (2021/01/29)
The invention discloses a method for preparing carboxylic acid by a one-pot method, which comprises the steps of carrying out a Corey-Fuchs process on 1,1-dibromo olefin under the action of n-butyllithium, reacting with isopropanol pinacol borate, quenching with hydrogen chloride, oxidizing with an oxidant, separating and purifying to obtain carboxylic acid. The method disclosed by the invention is a one-pot preparation method, is simple and convenient to operate, does not need to use metal catalysis, uses cheap and easily available reagents for reaction, is green and environment-friendly, hasmild reaction conditions and wide substrate applicability, and provides a new way for rapidly preparing a series of carboxylic acids containing different functional groups.
Electrogenerated Sm(II)-Catalyzed CO2 Activation for Carboxylation of Benzyl Halides
Bazzi, Sakna,Schulz, Emmanuelle,Mellah, Mohamed
supporting information, p. 10033 - 10037 (2019/12/24)
Sm(II)-catalyzed carboxylation of benzyl halides is reported through the electrochemical reduction of CO2. The transformation proceeds under mild reaction conditions to afford the corresponding phenylacetic acids in good to excellent yields. This user-friendly and operationally simple protocol represents an alternative to traditional strategies, which usually proceeds through the C(sp3)-halide activation pathway.
Synthetic method of fatty acid containing nitrogen heterocycle
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Paragraph 0042, (2018/07/30)
The invention discloses a synthetic method of fatty acid containing nitrogen heterocycle. The synthetic method comprises the following steps: (S1) adding a heterocyclic compound with substitution of chloromethyl groups, a catalyst and a solvent DMF into a reaction kettle; (S2) introducing carbon dioxide to lead the pressure in the kettle to be 2-4MPa, adjusting and reacting for 10-16 hours at thetemperature of 40-50 DEG C; (S3) adding diluted hydrochloric acid into the reaction kettle to carry out acidification, using ethyl acetate for extraction, combining organic phases, carrying out rotaryevaporation to remove liquid, and further carrying out vacuum drying, thus obtaining the fatty acid containing nitrogen heterocycle. The synthetic method disclosed by the invention has the beneficialeffects that a one-pot method is adopted, the raw materials are easy to obtain, price is low, aftertreatment of products is also simpler, the universality for a substrate is also very high, and the promotion and application are easy.
A 2, 4, 6-Trimethylbenzene acetyl chloride synthesis process
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Paragraph 0065, (2017/02/09)
The invention relates to a synthesis technology for 2, 4, 6-trimethylbenzene acetyl chloride, comprising the following steps of: putting thionyl chloride, a catalyst and 2, 4, 6-trimethylbenzene acetic acid into a reaction kettle in batches, and controlling temperature to carry out reaction; and after the reaction, distilling (high vacuum) in a heating way in the reaction kettle, and acquiring a final product. The preparation method of the 2, 4, 6-trimethylbenzene acetic acid can comprise the following steps of: carrying out chloromethylation reaction by taking trimethylbenzene, formaldehyde and concentrated hydrochloric acid as raw materials, adding toluene to extract after reacting, and washing to obtain a toluene solution of 2, 4, 6-trimethyl benzyl chloride; taking the toluene solution of 2, 4, 6-trimethyl benzyl chloride and the sodium cyanide as raw materials, adding a phase transfer catalyst, reflowing in a heating way to carry out cyanation reaction, washing by adding water after reacting, distilling oil phase to recover toluene and mesitylene, and rectifying to obtain 2, 4, 6-trimethylbenzene acetonitrile; and hydrolyzing the 2, 4, 6-trimethylbenzene acetonitrile, centrifuging to obtain a 2, 4, 6-trimethylbenzeneacetic acid crude product, and optionally selecting and carrying out the aftertreatment to obtain the 2, 4, 6-trimethylbenzeneacetic acid. The content of the 2, 4, 6-trimethylbenzene acetyl chloride synthesized by the method disclosed by the invention is more than or equal to 98.0%, and the content of the 2, 4, 6-trimethylbenzene acetonitrile is less than or equal to 0.5%.
Synthesis of 1,3-Amino Alcohols, 1,3-Diols, Amines, and Carboxylic Acids from Terminal Alkynes
Zeng, Mingshuo,Herzon, Seth B.
, p. 8604 - 8618 (2015/09/15)
The half-sandwich ruthenium complexes 1-3 activate terminal alkynes toward anti-Markovnikov hydration and reductive hydration under mild conditions. These reactions are believed to proceed via addition of water to metal vinylidene intermediates (4). The functionalization of propargylic alcohols by metal vinylidene pathways is challenging owing to decomposition of the starting material and catalytic intermediates. Here we show that catalyst 2 can be employed to convert propargylic alcohols to 1,3-diols in high yield and with retention of stereochemistry at the propargylic position. The method is also amenable to propargylic amine derivatives, thereby establishing a route to enantioenriched 1,3-amino alcohol products. We also report the development of formal anti-Markovnikov reductive amination and oxidative hydration reactions to access linear amines and carboxylic acids, respectively, from terminal alkynes. This chemistry expands the scope of products that can be prepared from terminal alkynes by practical and high-yielding metal-catalyzed methods.
An efficiently cobalt-catalyzed carbonylative approach to phenylacetic acid derivatives
She, Meng-Yao,Xiao, Da-Wei,Yin, Bing,Yang, Zheng,Liu, Ping,Li, Jian-Li,Shi, Zhen
, p. 7264 - 7268 (2013/08/23)
A highly efficient cobalt-catalyzed carbonylative approach to phenylacetic acid derivatives under one atmosphere pressure is reported. This methodology represents a useful extension of benzimidazole used as ligand in metal catalysis, and the catalytic mechanism has been proved by computer simulation. Notably, this new cobalt precatalyst, which promotes the carbonylation reaction dramatically and has already been used for scale-up experiment of phenylacetic acid derivatives.
Ni-catalyzed direct carboxylation of benzyl halides with CO2
León, Thierry,Correa, Arkaitz,Martin, Ruben
supporting information, p. 1221 - 1224 (2013/03/14)
A novel Ni-catalyzed carboxylation of benzyl halides with CO2 has been developed. The described carboxylation reaction proceeds under mild conditions (atmospheric CO2 pressure) at room temperature. Unlike other routes for similar means, our method does not require well-defined and sensitive organometallic reagents and thus is a user-friendly and operationally simple protocol for assembling phenylacetic acids.
Effect of deuterated solvents toward 2,2,2-trichloroethyl esters with a benzylic methylene moiety
Mineno, Tomoko,Hirayama, Haruyasu,Nakahara, Kazuhide,Yamashita, Mitsuaki,Kansui, Hisao,Moriwaki, Hiroshi
experimental part, p. 6045 - 6048 (2010/11/21)
The indium-promoted chemoselective deprotection of 2,2,2-trichloroethyl esters containing a benzylic methylene was successfully achieved by employing deuterated solvents.
Electrosynthesis of arylalkanoic acids by oxidation of the corresponding arylalkanols at the Ni anode in aqueous alkali
Lyalin,Petrosyan
, p. 499 - 503 (2008/04/05)
The electrochemical synthesis of a series of aryl(aryloxy)alkanoic acids was carried out by the electrocatalytic oxidation of the corresponding alcohols with the general formula RCH2CH2OH (R = Ar, CH 2Ph, OPh) in an undivided cell at the NiOOH electrode in aqueous alkali. The efficiency of the process depends on the structure of the starting alcohols, particularly, on the donor-acceptor properties of the substituent R. These properties determine the possibility of the primarily formed RCH 2COO- anion to be oxidized forming by-products. The yield of the target acids upon the oxidation of 2-(2-hydroxyethyl)pyridine, 2-phenylethanol, 3-phenylpronan-1-ol, and 2-phenoxyethanol was 15, 53, 75, and 93%, respectively, based on the reacted alcohol.
NOVEL BETA MIMETICS WITH EXTENDED DURATION OF ACTION, METHOD FOR PRODUCTION AND USE THEREOF AS MEDICAMENTS
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Page/Page column 9, (2010/02/06)
The invention relates to compounds of general formula (I), where the groups R1, R2 and R3 can have the meanings given in the claims and the description, method for production and use thereof as medicaments, in particular for the treatment of inflammatory and obstructive bronchial diseases.
