辛酰氧肟酸的合成工艺
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摘要
以辛酸乙酯为原料,采用一锅法,在碱性环境下,经与盐酸羟胺反应,生成辛酰氧肟酸。采用高效液相色谱法,对反应过程中的原料以及产品跟踪检测。优化工艺条件为:n (辛酸乙酯)∶n (盐酸羟胺)∶n(碱)∶n(乙醇)=1.0∶1.4∶1.8∶7.0,在45℃下反应4 h,辛酰氧肟酸收率达87%。
Octanohydroxamic acid was synthesized from ethyl octanoate by an one-pot reaction with hydroxylamine hydrochloride in alkaline environment. High performance liquid chromatography(HPLC) was used to monitor the raw materials and products in the reaction process. By investigating different reaction conditions, the optimum technological conditions were obtained: n(ethyl octanoate)∶n(hydroxylamine hydrochloride)∶n(alkali)∶n(ethanol) =1.0∶1.4∶1.8∶7.0. The yield of octanohydroxamic acid could reach 87% at 45℃ for 5 h.
Octanohydroxamic acid was synthesized from ethyl octanoate by an one-pot reaction with hydroxylamine hydrochloride in alkaline environment. High performance liquid chromatography(HPLC) was used to monitor the raw materials and products in the reaction process. By investigating different reaction conditions, the optimum technological conditions were obtained: n(ethyl octanoate)∶n(hydroxylamine hydrochloride)∶n(alkali)∶n(ethanol) =1.0∶1.4∶1.8∶7.0. The yield of octanohydroxamic acid could reach 87% at 45℃ for 5 h.
引文
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[17]彭俊英,李鸣.乙酰氧肟酸的合成研究[J].精细化工中间体,2018,48(2):47-49.
[2]Milne J,Zhitomirsky I.Application of octanohydroxamic acid for liquid-liquid extraction of manganese oxides and fabrication of supercapacitor electrodes[J].Journal of Colloid And Interface Science,2018,515:50-57.
[3]Ren L Y,Qiu H,Zhang M,et al.behavior of lead ions in cassiterite flotation using oct anohydroxamic acid[J].Industrial&Engineerine Chemistry Research,2017,30(56):8 723-8 728.
[4]Zhang W C,Honaker R.A fundamental study of octanohydroxamic acid adsorption on monazite surfaces[J].International Journal of Mineral Processing,2017,164:26-36.
[5]Satnami M L,Dewangan H K,Kandpal N.Influence of octanohydroxamic acid on the association behavior of cationic surfactants:Hydrolytic cleavage of phosphate ester[J].Journal of Molecular Liquids,2016,221:805-814.
[6]Hope G A.,Woods R,Buckley A N.Spectroscopic characterisation of n-octanohydroxamic acid and potassium hydrogen noctanohydroxamate[J].Inorganica Chimica Acta,2010,363(5):935-943.
[7]McSweeney C,Hutchinson S,Harris S.Glennon.supercritical fluid chromatography and extraction of Fe(III)with hydroxamic acids[J].Analytica Chimica Acta,1997,364(1):93-99.
[8]Chen J W,Li D,Li W L,Yin J X.Design,synthesis and anticancer evaluation of acridine hydroxamic acid derivatives as dual Topo and HDAC inhibitors[J].Bioorganic&Medicinal Chemistry,2018,26(14):3 958-3 966.
[9]Hoshino Y,Ohtsuka N,Okada T.One-pot synthesis of primary amines from carboxylic acids through rearrangement of in situ generated hydroxamic acid derivatives[J].Journal of Colloid And Interface Science,2016,57(48):5 304-5 307.
[10]Nitin S N,Petersen R,Qvortrup K.A convenient procedure for the solid-phase synthesis of hydroxamic acids on PEGA resins[J].Tetrahedron Letters,2011,52(52):7 121-7 124.
[11]Ha V T,Kien V T,Binh H.Design,synthesis and biological evaluation of novel hydroxamic acids bearing artemisinin skeleton[J].Bioorganic Chemistry,2016,66:63-71.
[12]蔡建,王家卫,秦莉锦.一种N-羟基正辛酰胺的制备工艺[J].乙醛醋酸化工,2015,17(6):52-52.
[13]Kadam R,Shrivastava R M.Preparation and properties of some N-substituted hydroxamic acids[J].Scopus Journal Metrics,2017,3(1):65-68.
[14]Ganeshpurkar A,Kumar D,Singh S K.Strategies for the synthesis of hydroxamic acids[J].Current Organic Synthesis,2018,15(2):154-165.
[15]Dunkelmann D L,Hirata Y,Totaro K A.Amide-forming chemical ligation via O-acyl hydroxamic acids.[J].Proceedings of the National Academy of Science,2018,115(15):4 649-4 52.
[16]Kant B R,Kant B S,Chand B T,et al.Green synthesis of hydroxamic acid and its potential industrial applications[M].Springer International Publishing,2017.
[17]彭俊英,李鸣.乙酰氧肟酸的合成研究[J].精细化工中间体,2018,48(2):47-49.