期刊
ASIAN JOURNAL OF ORGANIC CHEMISTRY
卷 11, 期 2, 页码 -出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ajoc.202100732
关键词
4-chlorobenzaldehyde; diphenyl solvents; fluorination; halogen-exchange; phase transfer catalyst
资金
- Institute for Bioengineering and Bioimaging (Biomedical Research Council, Agency for Science, Technology and Research(A*STAR), Singapore) [SC19/17-300412]
In this study, the direct halogen-exchange fluorination of 4-chlorobenzaldehyde was investigated using spray-dried KF as a fluorinating agent. The efficiency of the reaction was improved under solvent-free conditions and in diphenyl solvents, with tetraphenyl phosphonium bromide as a phase transfer catalyst.
The direct halogen-exchange fluorination of 4-chlorobenzaldehyde was studied under solvent-free and various diphenyl solvents conditions using spray-dried KF as a fluorinating agent. Aspects influencing the selectivity and yield of product were investigated in detail, including catalysts and solvents selection, reaction conditions optimization, and side product control. We paid more attention to issues from a perspective of industrial process, such as product separation and catalyst/solvent recycling. The reaction works efficiently with tetraphenyl phosphonium bromide as a phase transfer catalyst under solvent free conditions and in diphenyl solvents. Under the optimum reaction conditions, the yield of 4-fluorobenzaldehyde reached 90% with a selectivity of 98%.
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