Chinese Journal of Organic Chemistry >
Formylation of Phenols and Paraformaldehyde Catalyzed by Ammonium Acetate
Received date: 2020-11-09
Revised date: 2020-12-26
Online published: 2021-02-07
Supported by
National Natural Science Foundation of China(21262028); National Natural Science Foundation of China(21762039); Natural Science Foundation of Gansu Province(20JR5RA521)
The reaction of naphthol and paraformaldehyde in acetic acid solution with ammonium acetate as a catalyst resulted in the synthesis of a series of hydroxynaphthalenes in yields of up to 86%. Several phenols were also transformed into the corresponding salicylaldehydes under the same reaction conditions in moderate yields of 42%~58%. A rational mechanism was also proposed based on the facts of experimental observations. This metal-free process has the advantages of mild reaction conditions, simple operation and low cost.
Key words： naphthol; phenol; paraformaldehyde; formylation reaction; green synthesis
Qian Li , Li Yang , Wei Liu , Tianyun Wang , Yuejie Zhu , Zhengyin Du . Formylation of Phenols and Paraformaldehyde Catalyzed by Ammonium Acetate[J]. Chinese Journal of Organic Chemistry, 2021 , 41(5) : 2038 -2044 . DOI: 10.6023/cjoc202011014
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