反应详情

A solution of 3.68 grams of N-quinolin-8-ylquinolin-6-amine from above in 60 mL of acetic acid containing 0.22 grams of platinum(IV) oxide was hydrogenated at 40 psi for 2.0 hours on a Parr low-pressure hydrogenator. The solution was filtered through diatomaceous earth; concentrated in vacuo; and neutralized with 3N aqueous sodium hydroxide. The aqueous phase was diluted with water and extracted three times with ethyl acetate. The combined ethyl acetate layers were washed with brine; dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo to yield 1.6 grams of brown solid. The solid was chromatographed on silica gel, eluting with hexane/ethyl acetate gradient to afford 0.8 grams of the desired product as a purple solid. 1H NMR (CDCl3/D2O) δ 6.4-6.9 (m, 6H), 3.2-3.4 (m, 4H), 2.6-2.9 (m, 4H), 1.8-2.1 (m, 4H).

1. filtrationThe solution was filtered through diatomaceous earth
2. concentrationconcentrated in vacuo
3. additionThe aqueous phase was diluted with water
4. extractionextracted three times with ethyl acetate
5. washThe combined ethyl acetate layers were washed with brine
6. dry with materialdried over anhydrous magnesium sulfate
7. filtrationfiltered
8. concentrationconcentrated in vacuo