- Synthesis method of citronellal oxime
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The invention discloses a synthesis method of citronellal oxime. The method comprises the following steps: uniformly mixing citronellal with a hydroxylamine solution, dropwise adding alkali liquor while stirring, reacting to obtain citronellal oxime, standing for layering after the reaction is finished, washing an organic layer with saturated edible salt water, drying with anhydrous sodium sulfate, and carrying out vacuum distillation to obtain a citronellal oxime finished product. According to the invention, the synthesis is carried out at room temperature, heating is not needed, the pH valueof the reaction liquid does not need to be controlled in the reaction process, the reaction yield is high, and the product purity is good; and no organic solvent is used, water is used as a reactionmedium, and the method is mild and friendly to the environment, mild in reaction condition, few in side reaction, simple in process, easy to operate and suitable for large-scale industrial production.
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Paragraph 0017-0020
(2021/02/13)
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- Arylboronic Acid-Catalyzed C-Allylation of Unprotected Oximes: Total Synthesis of N-Me-Euphococcine
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O-Unprotected keto-and aldoximes are readily C-allylated with allyl diisopropyl boronate in the presence of arylboronic acid catalysts to yield highly substituted N-α-secondary and tertiary homoallylic hydroxylamines. The method was used in the total synthesis of the trace alkaloid N-Me-Euphococcine.
- Kürti, László,Kattamuri, Padmanabha V.,Siitonen, Juha H.,Yousufuddin, Muhammed
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supporting information
(2020/03/24)
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- Cascade Process for Direct Transformation of Aldehydes (RCHO) to Nitriles (RCN) Using Inorganic Reagents NH2OH/Na2CO3/SO2F2 in DMSO
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A simple, mild, and practical process for direct conversion of aldehydes to nitriles was developed feathering a wide substrate scope and great functional group tolerability (52 examples, over 90% yield in most cases) using inorganic reagents (NH2OH/Na2CO3/SO2F2) in DMSO. This method allows for transformations of readily available, inexpensive, and abundant aldehydes to highly valuable nitriles in a pot, atom, and step-economical manner without transition metals. This protocol will serve as a robust tool for the installation of cyano-moieties to complicated molecules.
- Fang, Wan-Yin,Qin, Hua-Li
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p. 5803 - 5812
(2019/05/14)
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- METHOD FOR PRODUCING NITRILE
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The present invention provides a method for producing a nitrile represented by general formula (1) (in the formula, R denotes an optionally substituted alkyl group, alkenyl group, dienyl group, aralkyl group or aryl group having a total of 3-20 carbon atoms), and the method includes heating an aldoxime represented by general formula (2) (in the formula, R denotes the same groups as those mentioned above) at 80-250°C in the presence of an alkali metal or alkaline earth metal salt of phosphoric acid (catalyst A) and distilling off water generated as the reaction progresses to outside the reaction system.
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Paragraph 0026-0027
(2015/04/15)
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- Postsynthesis-Treated Iron-Based Metal-Organic Frameworks as Selective Catalysts for the Sustainable Synthesis of Nitriles
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The dehydration of aldoximes to the corresponding nitriles can be performed with excellent activity and selectivity by using iron trimesate as a homogeneous catalyst. Iron trimesate has been heterogenized by synthesizing metal-organic frameworks (MOFs) from iron trimesate, that is, Fe(BTC), and MIL-100 (Fe). These materials were active and selective aldoxime dehydration catalysts, and postsynthesis-treated MIL-100 (Fe) produced the desired nitriles with 100 conversion and selectivities >90 under mild reaction conditions and in short reaction times. X-ray photoelectron spectroscopy showed the presence of different Fe species in the catalyst, and in situ IR spectroscopy combined with catalytic results indicates that the catalytic activity is associated with Fe framework species. The postsynthesis-treated MIL-100 (Fe)-NH4F can be recycled several times and has an excellent reaction scope, which gives better catalytic results than other solid acid or base catalysts.
- Rapeyko, Anastasia,Climent, Maria J.,Corma, Avelino,Concepci?n, Patricia,Iborra, Sara
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p. 3270 - 3282
(2015/10/19)
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- Transition metal complexes of oximes derived from natural aldehydes: Synthesis, spectroscopic characterization and antimicrobial activities
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A series of complexes of CoII, ZnII, CdII and HgII have been synthesized by the reactions of the metal chlorides with the sodium salt of oximes of citral (L1H) and citronellal (L2H) in 1 : 2 stoichiometry in anhydrous dichloromethane. The oximes have been derived by the condensation reaction of hydroxylamine hydrochloride and citral or citronellal in 1 : 1 molar ratio in ethanol. The plausible structure of these newly synthesized complexes has been proposed on the basis of elemental analysis, molar conductance and variour spectral (IR, UV-Vis, 1H and 13C{1H} NMR) studies and four coordinated geometries have been assigned to these complexes. FAB mass spectra of 1 and 3 revealed the monomeric nature of these complexes. The powder XRD studies confirm the crystalline nature of the complexes. Studies were conducted to assess the growth inhibiting potential of the complexes and oximes against three bacterial strains, S. aureus, B. subtilis Gram +ve and E. coli Gram -ve bacteria and two fungal strains, P. moniliformae and M. phaseolina. All complexes and oximes possess strong inhibitory action against microorganism. The results of antibacterial activity show that the Gram +ve bacteria S. aureus and B. subtilis are more susceptible than the Gram -ve bacteria E. coli. The antimicrobial activities of the complexes are found to be more than those of free oximes.
- Sharma, Renu,Nagar, Meena
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experimental part
p. 1021 - 1028
(2011/06/19)
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- Development and Application of a Continuous Microwave Reactor for Organic Synthesis
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A laboratory-scale continuous microwave reactor (CMR) has been developed and used to conduct organic syntheses routinely, rapidly, and safely in a range of solvents, under pressures up to 1400 kPa and at temperatures up to 200 deg C.Advantages and applications of the CMR are discussed, along with the rationale for the design.Reactions carried out with the CMR included nucleophilic substitution, addition, esterification, transesterification, acetalization, amidation, base- and acid-catalyzed hydrolysis, isomerization, decarboxylation, and elimination.Name reactions included the Michael addition, Hofmann degradation, Williamson ether synthesis, and the Mannich, Finkelstein, Baylis-Hillman, and Knoevenagel reactions.
- Cablewski, Teresa,Faux, Alan F.,Strauss, Christopher R.
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p. 3408 - 3412
(2007/10/02)
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