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草酸单烷基酯的实用、经济且可扩展的合成方法。

Practical, Economical, and Scalable Synthesis of Monoalkyl Oxalates.

作者信息

Lin Xiaoxue, Niwayama Satomi

机构信息

Graduate School of Engineering, Muroran Institute of Technology, 27-1 Mizumoto-cho, Muroran, Hokkaido 050-8585, Japan.

出版信息

ACS Omega. 2025 Apr 2;10(14):14547-14552. doi: 10.1021/acsomega.5c01770. eCollection 2025 Apr 15.

DOI:10.1021/acsomega.5c01770
PMID:40256512
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC12004133/
Abstract

The large-scale synthesis of several kinds of monoalyl oxalates, which are half-esters of dialkyl oxalates, under practical and environmentally friendly conditions is described by applying the selective monohydrolysis reaction of symmetric diesters that we reported previously. The most suitable conditions were examined for the kinds of base, equivalent, cosolvent, and reaction time for large-scale production of five kinds of monoalkyl oxalate, monomethyl oxalate, monoethyl oxalate, monopropyl oxalate, monoisopropyl oxalate, and monobutyl oxalate, which are among the most versatile building blocks, but the commercial availabilities are limited. The conditions are mild, simple, and environmentally benign, and the half-esters were produced in high yields, exhibiting high purities in only a few hours without requiring special equipment. Therefore, the synthetic advantage of this reaction is anticipated.

摘要

通过应用我们之前报道的对称二酯的选择性单水解反应,描述了在实际且环境友好的条件下几种草酸单烷基酯(草酸二烷基酯的半酯)的大规模合成。研究了用于大规模生产五种草酸单烷基酯(草酸单甲酯、草酸单乙酯、草酸单丙酯、草酸单异丙酯和草酸单丁酯)的碱的种类、当量、助溶剂和反应时间的最适宜条件,这些都是用途广泛的结构单元,但商业可得性有限。该条件温和、简单且环境友好,半酯能在几小时内高产率生成,纯度高,无需特殊设备。因此,预期该反应具有合成优势。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4924/12004133/7c4c2f4f8ccf/ao5c01770_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4924/12004133/2f5c9764be7e/ao5c01770_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4924/12004133/91c0146f472a/ao5c01770_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4924/12004133/7c4c2f4f8ccf/ao5c01770_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4924/12004133/2f5c9764be7e/ao5c01770_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4924/12004133/91c0146f472a/ao5c01770_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4924/12004133/7c4c2f4f8ccf/ao5c01770_0003.jpg

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