Molbank, Vol. 2023, Article M1744: 1-(2,5-Dimethoxy-4-nitrophenyl)piperidine

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Molbank, Vol. 2023, Article M1744: 1-(2,5-Dimethoxy-4-nitrophenyl)piperidine

Molbank doi: 10.3390/M1744

Authors: Tanjia M. Syeda Muadh R. Al-Shaidi Ibtihal Basri Mahboub Merzouk Fawaz Aldabbagh

Treatment of the non-purified mixture of dinitro isomers obtained from the nitration of 1,4-dimethoxybenzene with piperidine led to the isolation of novel but minor adduct, 1-(2,5-dimethoxy-4-nitrophenyl)piperidine (2b) in 15% yield. Yields of nucleophilic aromatic substitution adducts are high when using purified 1,4-dimethoxy-2,5-dinitrobenzene (1b) with piperidine and pyrrolidine to give (2b) and 1-(2,5-dimethoxy-4-nitrophenyl)pyrrolidine (3b) in 76% and 82% yield, respectively.

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