Method for making ethynylated aromatic compounds and a method fo

Details Method for making ethynylated aromatic compounds and a method fo Method for making ethynylated aromatic compounds and a method fo

1985-09-23

1986-10-07

Siegel, Alan

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

C07C14302

Patent

active

046158421

ABSTRACT:
A method is disclosed for making amino-substituted ethynylated biphenyl compounds, which includes selectively nitrating symmetrically substituted biphenyl compounds, reacting the resulting nitro-substituted aromatic compound with a copper acetylide to replace the iodo substituents with ethynyl groups, and then reacting the ethynylated, nitro-substituted aromatic compound with hydrogen in the gas phase to reduce the nitro groups to amino groups. The preferred nitrating agent is nitronium trifluoromethanesulfonate, made by reaction of anhydrous nitric acid with trifluoromethanesulfonic anhydride in an anhydrous solvent.

REFERENCES:
Coon et al, J. Org. Chem., vol. 38, No. 25, pp. 4243-4248 (1973).

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