反应详情

2-(3-Methyl-4-nitrophenyl)benzonitrile (6.3 moles, 1.5 g) was hydrogenated in ethyl acetate (50 ml) over 5% Pd/C (0.50 g). The catalyst was filtered, and the solution concentrated to an oil. The oil was dissolved in 10 ml of methylene chloride and triethylamine (9.4 mmoles, 1.4 ml). Acetic anhydride (9.4 mmoles, 0.960 g) and 4-dimethylaminopyridine (50 mg) were added. The reaction was stirred for 1 hour and poured into 20 ml of 5N HCl. The organic phase was washed with saturated sodium bicarbonate solution, dried over sodium sulfate, and concentrated. The product was crystallized from ether and hexane to yield 1.2 g of 2-(4-acetamino-3-methylphenyl)benzonitrile. (MS)

1. filtrationThe catalyst was filtered
2. concentrationthe solution concentrated to an oil
3. dissolutionThe oil was dissolved in 10 ml of methylene chloride
4. washThe organic phase was washed with saturated sodium bicarbonate solution
5. dry with materialdried over sodium sulfate
6. concentrationconcentrated
7. customThe product was crystallized from ether and hexane