2-(4-Amino-3-nitrophenoxy)ethyl bromide → 2-(3,4-Diaminophenoxy)ethyl bromide

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Reaction Steps

From a mixture of 2-(4-amino-3-nitrophenoxy)ethyl bromide (1.30 g, 5.0 mmol) and stannouschloride dihydrate (5.65 g, 25 mmol) in 95% EtOH (35 mL) was obtained 960 mg (83%) of 2-(3,4-diaminophenoxy)ethyl bromide as a pale powder. 1H NMR (CDCl3): 3.597 (t, 2H, J=6), 4.210 (t, 2H, J=6), 6.273 (dd, 1H, J=8; 3), 6.359 (d, 1H, J=3), 6.637 (d, 1H, J=8).

Provenance & Evidence