- Method for preparing 2, 5-dimethylphenylacetyl chloride
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The invention discloses a method for preparing 2, 5-dimethylphenylacetyl chloride, and belongs to the field of pesticide intermediate synthesis. According to the method, p-xylene is used as an initialraw material, chloromethylation, cyaniding, hydrolysis and acylating chlorination are carried out, 2, 5-dimethylphenylacetyl chloride is obtained after continuous reaction without purification, the total yield of the four steps of reaction is 75%, and the product purity is greater than 99.0%. The method is simple in process and only needs to purify the final product and is low in operation cost,mild in reaction condition and high in yield and product purity and is very easy to realize industrial production.
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Paragraph 0040; 0045-0046; 0049; 0054-0055; 0062-0063
(2020/05/08)
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- Method for preparing 2,5-dimethyl phenylacetic acid
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The invention relates to the field of organic synthesis and in particular to a method for preparing 2,5-dimethyl phenylacetic acid. The method comprises the following steps: enabling 2,5-dimethyl benzyl halide to react with magnesium to generate a Grignard reagent, namely 2,5-dimethyl phenmethyl magnesium halide; and enabling the 2,5-dimethyl phenmethyl magnesium halide to react with carbon dioxide, so as to generate 2,5-dimethyl phenylacetic acid. The method has the advantages that in the synthesis process of the 2,5-dimethyl phenylacetic acid, an expensive noble metal catalyst and/or a toxiccyaniding reagent is not used, the reagents used in the method are environmentally friendly, the cost can be lowered, the process can be simplified, reaction steps can be shortened, the yield is high, defects of the prior art can be overcome, and the method is applicable to large-scale industrial production.
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Paragraph 0034-0339
(2019/10/17)
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- Method for preparing 2,5-dimethylphenylacetic acid from 2,5-dimethylhalobenzene as raw material
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The invention relates to the field of organic synthesis, in particular to a method for preparing 2,5-dimethylphenylacetic acid by taking 2,5-dimethylhalobenzene as a raw material, which comprises thefollowing steps of: reacting 2,5-dimethylhalobenzene with magnesium to generate Grignard reagent 2,5-dimethylphenyl magnesium halide; 2,5-dimethylphenylmagnesium halide reacts with ethylene oxide to generate 2,5-dimethylphenylethanol; 2,5-dimethylphenylethanol is oxidized to 2,5-dimethylphenylacetic acid by NaClO and NaClO2 under TEMPO or 4-OH TEMPO catalyst. The invention has the advantages thatthe use of expensive noble metal catalysts and highly toxic cyanidation reagents is avoided in the synthesis process of 2,5-dimethylphenylacetic acid, the reagents used are environment-friendly, the cost is reduced, the process is simplified, the yield is higher, the defects of the prior art are overcome, and the method is suitable for large-scale industrial production.
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Paragraph 0022; 0037; 0040-0041; 0042; 0045--0047; 0050-0051
(2019/11/04)
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- Method of synthesizing 2,5-dimethyl phenylacetic acid through 2,5-dimethyl benzyl halide
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The invention relates to the field of organic synthesis, in particular to a method of synthesizing 2,5-dimethyl phenylacetic acid through 2,5-dimethyl benzyl halide. The method comprises the followingsteps that 2,5-dimethyl benzyl halide reacts with magnesium to generate a Grignard reagent, namely, 2,5-dimethyl benzyl magnesium halide; 2,5-dimethyl benzyl magnesium halide reacts with paraformaldehyde to generate 2,5-dimethyl phenylethanol; and 2,5-dimethyl phenylethanol is oxidized into 2,5-dimethyl phenylacetic acid through NaClO and NaClO2 under a TEMPO or 4-OH TEMPO catalyst. The method has the advantages that in the synthesis process of 2,5-dimethyl phenylacetic acid, use of expensive noble metal catalysts and hypertoxic cyaniding reagents is avoided, the adopted reagents are environmentally friendly, the cost is lowered, the technology is simplified, the yield is high, the deficiencies in the prior art are overcome, and the method is suitable for large-scale industrial production.
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Paragraph 0037-0051
(2019/10/17)
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- Synthesis and biological evaluation of 3-arylcoumarin derivatives as potential anti-diabetic agents
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A variety of substituted 3-arylcoumarin derivatives were synthesised through microwave radiation heating. The method has characteristics of environmental friendliness, economy, simple separation, and purification process, less by-products and high reaction yield. Those 3-arylcoumarin derivatives were screened for antioxidant, α-glucosidase inhibitory and advanced glycation end-products (AGEs) formation inhibitory. Most compounds exhibited significant antioxidant and AGEs formation inhibitory activities. Anti-diabetic activity studies showed that compounds 11 and 17 were equipotent to the standard drug glibenclamide in vivo. According to the experimental results, the target compound 35 can be used as a lead compound for the development of new anti-diabetic drugs. The whole experiment showed that anti-diabetic activity is prevalent in 3-arylcoumarins, which added a new natural skeleton to the development of anti-diabetic active drugs.
- Hu, Yuheng,Wang, Bing,Yang, Jie,Liu, Teng,Sun, Jie,Wang, Xiaojing
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- Synthesis and biological evaluation of 3-arylcoumarins as potential anti-Alzheimer's disease agents
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Alzheimer's disease, a neurodegenerative illness, has the extremely complex pathogenesis. Accumulating evidence indicates there is a close relationship between several enzymes and Alzheimer's disease. Various substituted 3-arylcoumarin derivatives were synthesised, and their in vitro activity, including cholinesterase inhibitory activity, monoamine oxidase inhibitory activity, and antioxidant activity were investigated. Most of the compounds exhibited high activity; therefore 3-arylcoumarin compounds have the potential as drug candidates for the treatment of Alzheimer's disease.
- Yang, Jie,Zhang, Pingping,Hu, Yuheng,Liu, Teng,Sun, Jie,Wang, Xiaojing
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p. 651 - 656
(2019/02/19)
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- Aromatic Claisen Rearrangements of Benzyl Ketene Acetals: Conversion of Benzylic Alcohols to (ortho-Tolyl)acetates
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Claisen rearrangements of benzyl vinyl ethers are much less facile than those of aliphatic allyl vinyl ethers, and their synthetic utility has remained relatively unexplored. A one-pot procedure is reported for the generation and Claisen rearrangement of benzyl vinyl ethers that contain an activating α-alkoxy substituent on the vinyl group. A [3,3]-sigmatropic mechanism was supported by trapping of the intermediate isotoluene in an intramolecular Alder–ene reaction.
- Burns, Jed M.,Krenske, Elizabeth H.,McGeary, Ross P.
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supporting information
p. 252 - 256
(2017/01/24)
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- METHOD FOR PREPARING 2,5-DIMETHYLPHENYLACETIC ACID
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Provided is a method for preparing 2,5-dimethylphenylacetic acid, wherein p-xylene is mixed with paraformaldehyde and concentrated hydrochloric acid in a solvent of ion liquid to obtain 2,5-dimethyl benzyl chloride by the chloromethylation reaction. Then, 2,5-dimethyl benzyl chloride is introduced into a reactor with an acid binding agent and a solvent, the carbonylation and hydrolysis reaction is conducted in the presence of a catalyst to obtain 2,5-dimethylphenylacetic acid. The present process has new route, less synthesis steps, simple operation, lower cost, increased yield, and is friendly to the environment. Therefore, the method is suitable for industrial production.
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Paragraph 0026; 0027
(2013/03/26)
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- A METHOD FOR PREPARING 2,5-DIMETHYLPHENYLACETIC ACID
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Provided is a method for preparing 2,5-dimethylphenylacetic acid, wherein p-xylene is mixed with paraformaldehyde and concentrated hydrochloric acid in a solvent of ion liquid to obtain 2,5-dimethyl benzyl chloride by the chloromethylation reaction. Then, 2,5-dimethyl benzyl chloride is introduced into a reactor with an acid binding agent and a solvent, the carbonylation and hydrolysis reaction is conducted in the presence of a catalyst to obtain 2,5-dimethylphenylacetic acid. The present process has new route, less synthesis steps, simple operation, lower cost, increased yield, and is friendly to the environment. Therefore, the method is suitable for industrial production.
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Paragraph 0017
(2013/03/26)
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- An efficiently cobalt-catalyzed carbonylative approach to phenylacetic acid derivatives
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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.
- She, Meng-Yao,Xiao, Da-Wei,Yin, Bing,Yang, Zheng,Liu, Ping,Li, Jian-Li,Shi, Zhen
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p. 7264 - 7268
(2013/08/23)
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- KINASE INHIBITORS AND METHOD OF TREATING CANCER WITH SAME
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The present teachings provide a compound represented by Structural Formula (I): or a pharmaceutically acceptable salt thereof. Also described are a pharmaceutical composition and method of use thereof.
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Page/Page column 84
(2011/10/31)
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- METHOD FOR PRODUCING 2,5-DIMETHYLPHENYL ACETIC ACID
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The invention relates to a method for producing 2,5-dimethylphenyl acetic acid by reacting p-xylol with chloroacetyl chloride to form 2-chloro-1-(2,5-dimethylphenyl) ethanone, which reacts with the compound of formula (II) to form the compound of formula (III). The latter is then rearranged into a mixture of compounds (IV) and (V), which is then saponified to form 2,5-dimethylphenyl acetic acid. (II) (III) (IV) (V).
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Page/Page column 12
(2008/06/13)
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- FRIEDEL-CRAFTS REACTION OF α-(PHENYLSELENO)CARBOETHOXYMETHYL COMPOUNDS
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α-Bromo,α-phenylseleno ethyl acetate and α,α-bisphenylseleno ethyl acetate react with aromatic hydrocarbons under Friedel-Crafts conditions to give α-aryl,α-phenylseleno ethyl acetates, which by reduction with thienylditelluride (catalytic) and sodium borohydride led to the corresponding aryl acetic acids.
- Silveira, C. C.,Lenardao, E. J.,Comasseto, J. V.,Dabdoub, M. J.
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p. 5741 - 5744
(2007/10/02)
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- ALKALOIDS OF Nitraria schoberi. STRUCTURE OF NITRARAINE
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The dehydration of nitraraine leads to the formation of 1-(2',6'-dimethylbenzyl)-β-carboline, together with other products.Several isomeric 1-(dimethylbenzyl)-β-carbolines have been synthesized for comparison.The products of acylation, hydrogenation, and oxidation of the alkaloid nitraraine have been studied.The results obtained have shown its structure as (+/-)-16-hydroxymethylyohimb-16-ene.
- Ibragimov, A. A.,Yunusov, S. Yu.
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p. 502 - 509
(2007/10/02)
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- Process for preparation of organic carboxylic acids
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A process for the preparation of organic carboxylic acids which comprises converting a formic acid ester expressed by the general formula wherein R stands for a chain or cyclic aliphatic hydrocarbon radical which may have an aliphatic unsaturation, an aryl radical, an aralkyl radical or a heterocyclic radical, At an elevated temperature under raised pressure of carbon monixide to an organic carboxylic acid expressed by the general formula wherein R is as defined above.
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