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ChemicalBook CAS DataBase List N-(3-ETHYNYLPHENYL)ACETAMIDE
70933-58-3

N-(3-ETHYNYLPHENYL)ACETAMIDE synthesis

5synthesis methods
-

Yield: 77%

Reaction Conditions:

Stage #1:3-acetylenephenylamine with tetrafluoroboric acid in waterInert atmosphere;
Stage #2:acetonitrile with potassium phosphate;water at 80; for 12 h;

Steps:

General procedure
General procedure: A mixture of aryl diazonium tetrafluoroborates compounds (0.5 mmol), nitriles (0.5 mmol), H2O (1.5 mmol) and K3PO4 (0.6 mmol) was dissolved in acetonitrile (1.0 mL) or ethyl acetate (1.0 mL) under N2 atmosphere, stirred at 80 oC for 12h. Removal of the solvent under a reduced pressure gave the crude product; pure product was obtained by passing the crude product through a short silica gel column using Hexane/EtOAc (1:1-2:1) as eluent.

References:

Xiong, Biquan;Wang, Gang;Xiong, Tao;Wan, Liming;Zhou, Congshan;Liu, Yu;Zhang, Panliang;Yang, Changan;Tang, Kewen [Tetrahedron Letters,2018,vol. 59,# 32,p. 3139 - 3142] Location in patent:supporting information