• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

微波条件下 -膦酸的连续流酯化反应及 -膦酸酯和 -膦酸酯的酯交换反应。

Continuous Flow Esterification of a -Phosphinic Acid, and Transesterification of -phosphinates and -Phosphonates under Microwave Conditions.

机构信息

Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, 1111 Budapest, Hungary.

出版信息

Molecules. 2020 Feb 7;25(3):719. doi: 10.3390/molecules25030719.

DOI:10.3390/molecules25030719
PMID:32046016
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7037008/
Abstract

The microwave (MW)-assisted direct esterification of phenyl--phosphinic acid, transesterification of the alkyl phenyl--phosphinates so obtained, and the similar reaction of dibenzyl phosphite (DBP) were investigated in detail, and the batch accomplishments were translated into a continuous flow operation that, after optimization of the parameters, such as temperature and flow rate, proved to be more productive. Alcoholysis of DBP is a two-step process involving an intermediate phosphite with two different alkoxy groups. The latter species are of synthetic interest, as precursors for optically active reagents.

摘要

详细研究了微波辅助的苯膦酸直接酯化、由此得到的烷基金苯膦酸酯的酯交换以及二苄基磷酸酯(DBP)的类似反应,并将分批实验的成果转化为连续流动操作。经过对温度和流速等参数的优化,该连续流动操作被证明更具生产效率。DBP 的醇解是一个两步过程,涉及到具有两个不同烷氧基的中间亚磷酸酯。后者具有合成意义,可作为手性试剂的前体。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c48b/7037008/21c2786c44b1/molecules-25-00719-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c48b/7037008/a704495f30d8/molecules-25-00719-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c48b/7037008/6b63684744c1/molecules-25-00719-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c48b/7037008/21c2786c44b1/molecules-25-00719-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c48b/7037008/a704495f30d8/molecules-25-00719-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c48b/7037008/6b63684744c1/molecules-25-00719-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c48b/7037008/21c2786c44b1/molecules-25-00719-g003.jpg

相似文献

1
Continuous Flow Esterification of a -Phosphinic Acid, and Transesterification of -phosphinates and -Phosphonates under Microwave Conditions.微波条件下 -膦酸的连续流酯化反应及 -膦酸酯和 -膦酸酯的酯交换反应。
Molecules. 2020 Feb 7;25(3):719. doi: 10.3390/molecules25030719.
2
Continuous Flow Alcoholysis of Dialkyl H-Phosphonates with Aliphatic Alcohols.脂肪醇连续醇解二烷基 H-膦酸酯。
Molecules. 2018 Jul 3;23(7):1618. doi: 10.3390/molecules23071618.
3
Study on the Microwave-Assisted Batch and Continuous Flow Synthesis of -Alkyl-Isoindolin-1-One-3-Phosphonates by a Special Kabachnik-Fields Condensation.特殊 Kabachnik-Fields 缩合条件下微波辅助分批和连续流合成 - 烷基-异吲哚啉-1-酮-3-膦酸酯的研究。
Molecules. 2020 Jul 21;25(14):3307. doi: 10.3390/molecules25143307.
4
A synthetic study of chiral α-hydroxy-H-phosphinates based on proline catalysis.基于脯氨酸催化的手性 α-羟基-H-膦酸酯的合成研究。
Chemistry. 2013 May 3;19(19):6080-8. doi: 10.1002/chem.201204195. Epub 2013 Mar 7.
5
Insights into a surprising reaction: the microwave-assisted direct esterification of phosphinic acids.对一个令人惊讶的反应的深入了解:微波辅助膦酸的直接酯化反应。
Org Biomol Chem. 2012 Mar 14;10(10):2011-8. doi: 10.1039/c2ob06972e. Epub 2012 Feb 1.
6
Stereospecific transformation of protected P-H group into P-O or P-N group in one-pot reaction.在一锅反应中,将保护的 P-H 基团立体选择性地转化为 P-O 或 P-N 基团。
J Org Chem. 2012 Dec 7;77(23):10985-90. doi: 10.1021/jo302140q. Epub 2012 Nov 14.
7
The Kabachnik-Fields reaction: mechanism and synthetic use.卡巴切尼克-菲尔兹反应:反应机制与合成用途。
Molecules. 2012 Nov 1;17(11):12821-35. doi: 10.3390/molecules171112821.
8
Key role of temperature monitoring in interpretation of microwave effect on transesterification and esterification reactions for biodiesel production.温度监测在解释微波对生物柴油生产中酯交换和酯化反应的影响方面的关键作用。
Bioresour Technol. 2014 Jun;161:270-9. doi: 10.1016/j.biortech.2014.03.011. Epub 2014 Mar 20.
9
Novel phosphate anthelmintics. 3. Alkyl and aryl 1-methyleneallyl phosphates, phosphonates, and phosphinates.
J Med Chem. 1975 Dec;18(12):1204-11. doi: 10.1021/jm00246a007.
10
Affinity reagents for cross-linking hemoglobin: bis(phenoxycarbonylethyl)phosphinic acid (BPCEP) and bis(3-nitrophenoxycarbonylethyl)phosphinic acid (BNCEP).
Hemoglobin. 1999 Feb;23(1):1-20. doi: 10.3109/03630269908996144.

引用本文的文献

1
Synthesis of Alkyl α-Amino-benzylphosphinates by the Aza-Pudovik Reaction; The Preparation of the Butyl Phenyl--phosphinate Starting P-Reagent.通过氮杂-Pudovik反应合成α-氨基苄基次膦酸烷基酯;丁基苯基次膦酸起始磷试剂的制备。
Molecules. 2025 Jan 16;30(2):339. doi: 10.3390/molecules30020339.
2
Bis(2,2,2 trifluoroethyl) Phosphonate as a Convenient Precursor for the Synthesis of H-Phosphonates.双(2,2,2-三氟乙基)膦酸酯作为合成H-膦酸酯的便捷前体。
Molecules. 2024 May 21;29(11):2432. doi: 10.3390/molecules29112432.
3
Impact of Microwaves on Organic Synthesis and Strategies toward Flow Processes and Scaling Up.

本文引用的文献

1
New Developments on the Hirao Reactions, Especially from "Green" Point of View.平尾反应的新进展,特别是从“绿色”角度来看。
Curr Org Synth. 2019;16(4):523-545. doi: 10.2174/1570179416666190415110834.
2
Application of the Microwave Technique in Continuous Flow Processing of Organophosphorus Chemical Reactions.微波技术在有机磷化学反应连续流处理中的应用
Materials (Basel). 2019 Mar 7;12(5):788. doi: 10.3390/ma12050788.
3
Microwave Flow: A Perspective on Reactor and Microwave Configurations and the Emergence of Tunable Single-Mode Heating Toward Large-Scale Applications.
微波对有机合成的影响以及连续流工艺和放大策略
J Org Chem. 2021 Oct 15;86(20):13857-13872. doi: 10.1021/acs.joc.1c00865. Epub 2021 Jun 14.
4
The Hydrolysis of Phosphinates and Phosphonates: A Review.膦酸酯和膦酸盐的水解:综述。
Molecules. 2021 May 11;26(10):2840. doi: 10.3390/molecules26102840.
5
Microwaves as "Co-Catalysts" or as Substitute for Catalysts in Organophosphorus Chemistry.微波在有机磷化学中作为“共催化剂”或催化剂替代品。
Molecules. 2021 Feb 23;26(4):1196. doi: 10.3390/molecules26041196.
微波流动:对反应器和微波配置的视角以及朝着大规模应用的可调谐单模加热的出现。
Chem Rec. 2019 Jan;19(1):188-203. doi: 10.1002/tcr.201800104. Epub 2018 Nov 20.
4
Continuous Flow Alcoholysis of Dialkyl H-Phosphonates with Aliphatic Alcohols.脂肪醇连续醇解二烷基 H-膦酸酯。
Molecules. 2018 Jul 3;23(7):1618. doi: 10.3390/molecules23071618.
5
Continuous-flow technology—a tool for the safe manufacturing of active pharmaceutical ingredients.连续流技术——一种用于安全制造活性药物成分的工具。
Angew Chem Int Ed Engl. 2015 Jun 1;54(23):6688-728. doi: 10.1002/anie.201409318. Epub 2015 May 18.
6
The Kabachnik-Fields reaction: mechanism and synthetic use.卡巴切尼克-菲尔兹反应:反应机制与合成用途。
Molecules. 2012 Nov 1;17(11):12821-35. doi: 10.3390/molecules171112821.
7
Insights into a surprising reaction: the microwave-assisted direct esterification of phosphinic acids.对一个令人惊讶的反应的深入了解:微波辅助膦酸的直接酯化反应。
Org Biomol Chem. 2012 Mar 14;10(10):2011-8. doi: 10.1039/c2ob06972e. Epub 2012 Feb 1.
8
Synthesis and characterization of diethoxy phosphoryl chitosan.二乙氧基磷酰化壳聚糖的合成与表征。
Int J Biol Macromol. 2010 Nov 1;47(4):578-81. doi: 10.1016/j.ijbiomac.2010.06.014. Epub 2010 Jul 8.