- Method for preparing alkane carboxylic acid by increasing alkane carbon chains
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The invention discloses a method for preparing alkane carboxylic acid by increasing alkane carbon chains. The method comprises the following steps: (1) carrying out Stork enamine alkylation on cyclopentanone or cyclohexanone and a secondary amine compound to generate a corresponding 1-position secondary amine substituted cyclopentene or cyclohexene crude product, namely Stork enamine; (2) carrying out electrophilic reagent reaction on the Stork enamine and acyl halide to form a 2-acyl cyclic ketone compound; and (3) carrying out ring opening on the 2-acyl cyclic ketone compound under the action of alkali to generate a carbonyl carboxylic acid compound, and carrying out a Wolff-Huang Minglong reduction reaction on the carbonyl carboxylic acid compound to obtain the corresponding alkane carboxylic acid. According to the method disclosed by the invention, cyclopentanone or cyclohexanone can be flexibly selected to meet the requirement of increasing different carbon numbers according to the required carbon number and different sources of target carburant alkane carboxylic acid or corresponding acyl halide. The method has the advantages of simple reaction process and no complex operation difficulty, and is suitable for industrial mass production.
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- Preparation method of isononanoic acid
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The invention relates to a preparation method of isononanoic acid, which is characterized in that isononanal is oxidized into isononanoic acid by taking a sulfonated mesoporous silicon-carbon composite material as a catalyst and hydrogen peroxide as an oxidant. Compared with the prior art, the method has the characteristics of mild reaction conditions, few byproducts, high product purity, high yield, good economic benefits and the like, causes little pollution to the environment, and conforms to the concept of green development.
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Paragraph 0049-0056
(2021/05/05)
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- Method for preparing carboxylic acid by green catalytic oxidation of aliphatic primary alcohol
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The invention relates to a method for preparing carboxylic acid by green catalytic oxidation of aliphatic primary alcohol. The method comprises the following steps of: adding aliphatic primary alcoholinto a reaction solvent, adding an N-hydroxyphthalimide-copper oxide catalyst, introducing oxygen during reaction, and carrying out reaction at 50-80DEG C under normal pressure for 6-24h to obtain carboxylic acid with high yield. Compared with the prior art, the method has the advantages that the oxidizing agent is green and environment-friendly, the catalyst is cheap and easy to prepare, easy toseparate from the product, convenient to recycle, the reaction conditions are mild and the like, therefore the method is a green oxidation method of aliphatic primary alcohol.
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Paragraph 0037-0042; 0071-0082
(2020/12/30)
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- Method for catalytically oxidizing primary alcohol into corresponding carboxylic acid and simultaneously co-producing corresponding alpha olefin
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The invention relates to a method for catalytically oxidizing primary alcohol into corresponding carboxylic acid and simultaneously co-producing corresponding alpha olefin. The method comprises the following steps: mixing primary alcohol shown as a substrate (I), a catalyst cobalt salt, a nitrogen-containing ligand and a solvent, refluxing and stirring for 4-48 hours in an oxygen or air atmospherewith a certain pressure, and distilling and separating the reacted liquid to obtain carboxylic acid shown as (II) and alpha olefin in a certain proportion. The cobalt salt catalyst used in the methodis cheap and easy to obtain, the used nitrogen-containing ligand is a commercial nitrogen-containing compound, the used oxidant is oxygen or air, the reaction condition is mild, and various primary alcohols can be converted into corresponding carboxylic acids and alpha olefins at a high conversion rate under the condition of low cost.
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Paragraph 0032-0033; 0040-0041
(2020/12/30)
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- Synthetic method of acid compound
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The invention belongs to the field of organic synthesis, and particularly relates to a synthetic method of an acid compound. An acid anhydride compound and an alkyl bromide or a functionalized alkyl bromide are subjected to a cross-electrophilic coupling reaction to synthesize an acid compound, so that the application of the alkyl bromide in the cross-electrophilic coupling reaction is expanded, and a novel non-traditional method for chemically and selectively constructing a carbon-carbon bond through a decarburization process is provided. The synthesis method is simple, economic, green and environment-friendly, and has wider applicability or is suitable for large-scale production.
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Paragraph 0028-0032; 0045
(2020/08/25)
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- PEPTIDE ANTIBIOTICS
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There is provided a range of novel compounds. These novel compounds may demonstrate a broad spectrum antibacterial and antifungal activity. These compounds may be active against the emerging polymyxin resistant bacteria. These compounds may also be useful
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Page/Page column 00194; 00196
(2019/05/22)
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- Remote carboxylation of halogenated aliphatic hydrocarbons with carbon dioxide
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Catalytic carbon-carbon bond formation has enabled the streamlining of synthetic routes when assembling complex molecules. It is particularly important when incorporating saturated hydrocarbons, which are common motifs in petrochemicals and biologically relevant molecules. However, cross-coupling methods that involve alkyl electrophiles result in catalytic bond formation only at specific and previously functionalized sites. Here we describe a catalytic method that is capable of promoting carboxylation reactions at remote and unfunctionalized aliphatic sites with carbon dioxide at atmospheric pressure. The reaction occurs via selective migration of the catalyst along the hydrocarbon side-chain with excellent regio- and chemoselectivity, representing a remarkable reactivity relay when compared with classical cross-coupling reactions. Our results demonstrate that site-selectivity can be switched and controlled, enabling the functionalization of less-reactive positions in the presence of a priori more reactive ones. Furthermore, we show that raw materials obtained in bulk from petroleum processing, such as alkanes and unrefined mixtures of olefins, can be used as substrates. This offers an opportunity to integrate a catalytic platform en route to valuable fatty acids by transforming petroleum-derived feedstocks directly.
- Juliá-Hernández, Francisco,Moragas, Toni,Cornella, Josep,Martin, Ruben
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- Hydroxamic acid derivative and JHDM inhibitor
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PROBLEM TO BE SOLVED: To provide a compound capable of selectively inhibiting the function of JHDM, and a JHDM inhibitor. SOLUTION: This hydroxamic acid derivative expressed by formula (1a) [wherein, R1and R2are each independently alkyl which may have a branch; and (n) is an integer of ≥1] or general formula (1b) [wherein, ring X is a 3 to 8-membered saturated carbon ring; and (n) is an integer of ≥1], its pharmaceutically acceptable salt, hydrate, solvate or prodrug is provided. COPYRIGHT: (C)2011,JPOandINPIT
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Paragraph 0121
(2016/10/09)
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- Influence of terminal branching on the transdermal permeation-enhancing activity in fatty alcohols and acids
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In order to investigate the effect of terminal chain branching in the skin permeation enhancers, seven alcohols and seven acids with the chain length of 8-12 carbons and terminal methyl or ethyl branching were prepared. Their transdermal permeation-enhancing activities were evaluated in vitro using theophylline as a model permeant and porcine skin, and compared to those of the linear standards. Terminal methyl branching increased the enhancing activity only in 12C acid, no effect was seen in the shorter ones. Terminal ethyl however produced a significant increase in activity. In the alcohols, the branching was likely to change the mode of action, due to a different relationship between the activity and the chain length.
- Klimentova, Jana,Kosak, Petr,Vavrova, Katerina,Holas, Tomas,Hrabalek, Alexandr
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p. 7681 - 7687
(2007/10/03)
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- Total synthesis of (+)-epopromycin B and its analogues - Studies on the inhibition of cellulose biosynthesis
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The described inhibition of the cellulose biosynthesis by epopromycin B prompted us to establish a short and efficient synthesis of the natural product, suitable for accessing a broad range of unnatural analogues in a multiparallel fashion. During the course of our synthesis the absolute configuration of (+)-epopromycin B could be determined.
- Dobler, Markus R.
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p. 215 - 218
(2007/10/03)
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- Isolation and synthesis of caprolactins A and B, new caprolactams from a marine bacterium
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Two new caprolactams have been isolated from an unidentified Gram-positive bacterium obtained from a deep-ocean sediment sample. Caprolactins A (1) and B (2), which were obtained as an inseparable mixture, are composed of cyclic-L-lysine linked to 7-methyloctanoic acid and 6-methyloctanoic acid, respectively. The structures were proposed using spectroscopic methods and confirmed by synthesis. Both caprolactins A and B are cytotoxic towards human epidermoid carcinoma (KB) cells and human colorectal adenocarcinoma (LoVo) cells and exhibit antiviral activity towards Herpes simplex type II virus.
- Davidson,Schumacher
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p. 6569 - 6574
(2007/10/02)
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- A Short Route to Dihydrocapsaicinoids
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Huang-Minlon reduction of 8-methyl-7-oxononanoic acid (4ba), obtained by the acylation of cyclohexanone enamine 2a with 2-methylpropanoyl chloride (1b) followed by ring cleavage of the resultant β-diketone 3ba affords 8-methylnonanoic acid (5ba), the chloride of which reacts readily with 4-hydroxy-3-methoxybenzylamine to give dihydrocapsaicin (7ba).This reaction sequence works also efficiently for other dihydrocapsaicinoids such as 7aa and 7bb.
- Kaga, Harumi,Miura, Masakatsu,Orito, Kazuhiko
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p. 864 - 866
(2007/10/02)
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