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Citation
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HERO ID
7895226
Reference Type
Journal Article
Title
Synthesis of benzaldehyde by Swern oxidation of benzyl alcohol in a continuous flow microreactor system
Author(s)
Zhu, Lin; Xu, X; Zheng, F
Year
2018
Is Peer Reviewed?
1
Journal
Turkish Journal of Chemistry
ISSN:
1300-0527
EISSN:
1303-6130
Publisher
TUBITAK
Volume
42
Issue
1
Page Numbers
75-85
Language
English
DOI
10.3906/kim-1704-42
Web of Science Id
WOS:000426159400007
Abstract
Preparation of benzaldehyde by Swern oxidation of benzyl alcohol was carried out in a continuous flow microreactor system. Dimethyl sulfoxide (Me 2 SO) was used as oxidizing agent and oxalyl chloride or p-toluenesulfonyl (p-TsCl) chloride was used as the activating agent. Benzyl alcohol was oxidized to benzaldehyde by the Me 2 SO-activating agent mixture in the continuous flow microreactor system. The optimized reaction conditions of the Swern oxidation were as follows: oxalyl chloride was used as the activating agent; the mole ratio of Me 2 SO, oxalyl chloride, and benzyl alcohol was 4:2:1; the flow rate of Me 2 SO was 1.5 mL/min; the reaction temperature was 15 ⦠C; length of delay loop was 1.5 m; a Caterpillar Split-Recombine Micro Mixer was used; and all of the experiments were completed at atmospheric pressure. The yield of benzaldehyde can reach 84.7% with selectivity of 98.5%. Due to the small reactor volume and short residence times, the Swern oxidation of benzyl alcohol in a continuous flow microreactor system can be operated at nearly room temperature (5â19 ⦠C) instead of â70 ⦠C in a batch reaction, with residence time of reactants in microreactors in milliseconds instead of several hours in a batch reaction. © TÃBITAK.
Keywords
Swern oxidation; microreactor; benzaldehyde; benzyl alcohol
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