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Development of a Safe and Scalable Process for the Preparation of Allyl Glyoxalate
Organic Process Research & Development ( IF 3.4 ) Pub Date : 2017-12-15 00:00:00 , DOI: 10.1021/acs.oprd.7b00345
Michele T. Buetti-Weekly 1 , Pamela Clifford 1 , Brian P. Jones 1 , Jade D. Nelson 1
Affiliation  

While conversion of dialkyl tartrate esters to the corresponding glyoxalic acid esters has been well-documented, large scale application of some common laboratory protocols presents a myriad of challenges. The low cost, high availability, and predictable reactivity of sodium periodate make it an attractive choice for synthetic chemistry applications; the resulting solid byproducts, however, have a high thermal potential and therefore must be handled with care during cleanup and disposal, especially on large scale. Successful demonstration of the synthesis of glyoxaldehydes by oxidative cleavage of tartrate esters with sodium periodate is discussed herein. Furthermore, this account describes the process safety/engineering investigation carried out to ensure a robust and safe process for the scale manufacture of allyl glyoxalate via sodium periodate-mediated cleavage of diallyl tartrate.

中文翻译:

开发安全,可扩展的乙二酸烯丙酯制备方法

虽然酒石酸二烷基酯转化为相应的乙二酸酯的文献已经有充分的文献记载,但一些常规实验室规程的大规模应用带来了无数的挑战。高碘酸钠的低成本,高可用性和可预测的反应性使其成为合成化学应用的诱人选择;然而,所得的固体副产物具有很高的热潜能,因此在清理和处置期间必须小心处理,尤其是大规模处理时。本文讨论了通过酒石酸酯与高碘酸钠的氧化裂解而成功合成乙醛醛的证明。此外,
更新日期:2017-12-15
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