METHOD OF PRODUCING AROMATIC COMPOUND HAVING ETHYNYL GROUP

To produce an aromatic compound having an ethynyl group in high yield by a simple and inexpensive coupling reaction using an aromatic compound having an electron-donating substituent.SOLUTION: In the coupling reaction between an aromatic halogen compound represented by the following general formula (1) and an ethynyl compound represented by the following general formula (2), they are subjected to a coupling reaction together with palladium-on-charcoal, a phosphorus compound, and a copper compound in the presence of an amine to produce an aromatic compound having an ethynyl group represented by the following general formula (3) for performing coupling reaction in the nitrogen-containing organic solvent, wherein R is an electron-donating substituent, X is a halogen atom, A is a hydrocarbon group having a hydroxy group or a trialkylsilyl group, and n is an integer from 1 to 3.SELECTED DRAWING: None 【課題】電子供与性置換基を有する芳香族化合物を用いて、簡便でかつ安価なカップリング反応により、エチニル基を有する芳香族化合物を高収率で製造する。【解決手段】下記一般式（１）で表される芳香族ハロゲン化合物と、下記一般式（２）で表されるエチニル化合物とのカップリング反応において、アミン存在下、パラジウム炭素、リン化合物、銅化合物と共に、窒素含有有機溶媒中でカップリング反応を行う下記一般式（３）で表されるエチニル基を有する芳香族化合物を製造する。TIFF2023127144000013.tif50129（式中、Ｒは電子供与性置換基、Ｘはハロゲン原子、Ａは水酸基を有する炭化水素基またはトリアルキルシリル基、ｎは１から３の整数を示す）【選択図】なし