Conversion of 2,4-difluoroaniline to 1,3-difluorobenzene using a continuous-flow reactor

An expeditious and highly efficient process for the synthesis of 1,3-difluorobenzene via a continuous-flow reactor was developed. The main steps included diazotization of 2,4-difluoroaniline and hydro-de-diazotization of intermediate diazonium salt. The continuous diazotization reactor was operated...

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Bibliographic Details
Published inJournal of flow chemistry Vol. 8; no. 2; pp. 51 - 57
Main Authors Yu, Zhiqun, Lu, Guangjie, Chen, Jianyang, Xie, Shitian, Su, Weike
Format Journal Article
LanguageEnglish
Published Cham Springer International Publishing 01.06.2018
Subjects
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Communications
Green Chemistry
Industrial Chemistry/Chemical Engineering
Inorganic Chemistry
Nanochemistry
Organic Chemistry
Diazotization
Continuous-flow
Hydro-de-diazotization
1,3-difluorobenzene
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Summary:An expeditious and highly efficient process for the synthesis of 1,3-difluorobenzene via a continuous-flow reactor was developed. The main steps included diazotization of 2,4-difluoroaniline and hydro-de-diazotization of intermediate diazonium salt. The continuous diazotization reactor was operated at 20 °C with a residence time of 10 s, and then diazonium salt reacted with NaH 2 PO 2 at 25 °C with a residence time of 40 min. The total reaction time could be brought down to about 40 min, the yield of 1,3-difluorobenzene reached 90%, and the throughput of 2,4-difluoroaniline was 245 g/h. Graphical abstract ᅟ
ISSN:2062-249X
2063-0212
DOI:10.1007/s41981-018-0009-2