2-Chloro-1-(3-fluoro-benzyloxy)-4-nitro-benzene → 3-Chloro-4-(3-fluorobenzyloxy)aniline

Participants

Reaction Steps

2-Chloro-1-(3-fluoro-benzyloxy)-4-nitro-benzene (4.08 g, 14.5 mmol) is suspended in MeOH (50 ml) and treated wet 5% Pt/C (Degussa type, Aldrich, 1.5 g). The flask is flushed with hydrogen gas from a balloon and the reaction mixture is stirred under hydrogen atmosphere until reaction is judged complete by this-layer chromatography (approximately 2 hours). The reaction mixture is filtered through a Celite plug and the solvent is removed under reduced pressure. The crude product is redissolved in DCM, dried (MgSO4) and concentrated to yield 3.1 g (12 mmol, 83%) of the desired product.

Provenance & Evidence