4-Nitrobenzyl chloride → 1-Isopropyl-4-(4-nitrobenzyl)piperazine

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A mixture of 4-nitrobenzylchloride (4.1 g, 23.90 mmol), N-isopropylpiperazine (3.6 g, 28.67 mmol, 1.2 equiv), potassium carbonate (6.5 g, 47.79 mmol, 2 equiv) and acetone (82 ml) was stirred for 16 h at reflux. The reaction mixture was allowed to cool, was then filtered and concentrated. The residue was purified by silica gel column chromatography (DCM/MeOH+1% NH3aq, 9:1) to afford 5.7 g of the title compound: ESI-MS: 264.1 [M+H]+; TLC: tR=1.73 min (System 1); TLC: Rf=0.34 (DCM/MeOH+1% NH3aq, 9:1).

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