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Prilezhaev Dihydroxylation of Olefins in a Continuous Flow Process
Author(s) -
van den Broek Bas A. M. W.,
Becker René,
Kössl Florian,
Delville Mariëlle M. E.,
Nieuwland Pieter J.,
Koch Kaspar,
Rutjes Floris P. J. T.
Publication year - 2012
Publication title -
chemsuschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.201100342
Subject(s) - dihydroxylation , epoxide , flow chemistry , continuous flow , explosive material , chemistry , scale (ratio) , process (computing) , organic chemistry , microreactor , flow (mathematics) , character (mathematics) , combinatorial chemistry , computer science , biochemical engineering , catalysis , enantioselective synthesis , engineering , mechanics , mathematics , physics , geometry , quantum mechanics , operating system
Epoxidation of both terminal and non‐terminal olefins with peroxy acids is a well‐established and powerful tool in a wide variety of chemical processes. In an additional step, the epoxide can be readily converted into the corresponding trans ‐diol. Batch‐wise scale‐up, however, is often troublesome because of the thermal instability and explosive character of the peroxy acids involved. This article describes the design and semi‐automated optimization of a continuous flow process and subsequent scale‐up to preparative production volumes in an intrinsically safe manner.