反应详情

3-cyanobenzoic acid (5.88 g, 40 mmol) was suspended in 50 mL THF and the mixture was warmed up with stirring. After all solid went into solution, 50 mL isopropanol was added and the solution was allowed to cool to room temperature. To it was added 4.2 mL precooled concentrated HCl followed by 300 mg platinum(IV) oxide. The mixture was hydrogenated at 55 psi overnight. Ether (50 mL) was added, and the precipitate was filtered, washed with ether and dissolved in methanol. The catalyst was filtered off and the solvent was removed under reduced pressure to give 6.2 g (82%) product. 1H-NMR (DMSO-d6): δ=4.08 (d, 2H); 7.53 (t, 1H); 7.80 (d, 1H); 7.94 (d, 1H); 8.10 (s, 1H); 8.65 (s, 3H).

1. temperaturethe mixture was warmed up
2. additionwas added
3. additionTo it was added 4.2 mL
4. customwas hydrogenated at 55 psi overnight
5. filtrationthe precipitate was filtered
6. washwashed with ether
7. dissolutiondissolved in methanol
8. filtrationThe catalyst was filtered off
9. customthe solvent was removed under reduced pressure