反应详情

A solution of N-(3-chloro-4-cyano-2-methylphenyl)acetamide (25 g, 0.119 mol) in 250 mL of concentrated HCl/EtOH (1:1) was refluxed 2 hrs. The EtOH was concentrated and ethyl acetate was added to the residue and the aqueous layer was neutralized with addition of saturated NaHCO3 solution. The organic layer was separated and dried over Na2SO4 and concentrated to give the crude aniline which was further purified by column chromatography using DCM as a solvent to yield the title compound (11.8 g, 60%).

1. concentrationThe EtOH was concentrated
2. additionethyl acetate was added to the residue
3. additionthe aqueous layer was neutralized with addition of saturated NaHCO3 solution
4. customThe organic layer was separated
5. dry with materialdried over Na2SO4
6. concentrationconcentrated
7. customto give the crude aniline which
8. customwas further purified by column chromatography