7-Nitro-1,2,3,4-tetrahydroquinoline → 1,2,3,4-Tetrahydroquinolin-7-amine

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Reaction Steps

A solution of 7-nitro-1,2,3,4-tetrahydroquinoline (396 mg, 0.0022 mol) in 4 mL of ethyl acetate was hydrogenated under an atmosphere of hydrogen with PdC 10% (40 mg) at rt for 2 h. Filtration over celite afforded 330 mg (100%) of 7-amino-1,2,3,4-tetrahydroquinoline. Data for 7-amino-1,2,3,4-tetrahydroquinoline: 1H NMR (400 MHz, CDCl3) 6.72 (d,J=7.9, 1H), 6.00 (dd,J=7.9, 2.3, 1H), 5.84 (d,J=2.3, 1H), 3.67 (bs, 1H), 3.42 (bs, 2H), 3.24 (t,J=5.0, 2H), 2.65 (t,J=6.4, 2H), 1.91 (quintet,J=6.0 Hz. 2H).

Provenance & Evidence