Hydrazine → 2-Methoxy-2'-amino-4,4'-dibromobiphenyl

Participants

Reaction Steps

To a suspension of 4,4′-dibromo-2-methoxy-2′-nitro-biphenyl (3.76 g, 9.8 mmol) and 5% Ru/C (400 mg) in ethanol (37 ml) at 65-70° C. was added dropwise a solution of hydrazine (4.6 ml, 59 mmol) in ethanol (5 ml). The mixture was refluxed for 7 hours and filtered through a pad of CELITE. The CELITE pad was washed with ethanol. The combined solution was concentrated under reduced pressure. Coevaporation with ethanol, EtOAc and DCM gave 4,4′-dibromo-2′-methoxy-biphenyl-2-ylamine as yellow solid (3.5 g).

Provenance & Evidence