反应详情

Hydrogenolysis of 4 (10.0 g, 52.0 mmol) in DMF (150 mL)-MeOH (75 mL) containing 5% Pd on BaCO3 (10.0 g) was carried out in a Parr shaker with H2 pressure kept near 3.5 kg/cm2 (50 psi) for six hours. The mixture was then filtered (Celite mat), and evaporated to dryness (final conditions <1 mm, bath to 45° C.) The residue containing Ba salts which separated during the evaporation was stirred with H2O (100 mL) to give the H2O-insoluble product (7.74 g). Recrystallization from EtOH (800 mL) then gave pure 6, mp 222°-223° C., in 86% yield (7.1 g); homogeneous by TLC (cyclohexane-EtOAc, 1:1); 1H NMR (Me2SO-d6) δ2.50 (s, CH3), 7.82 (s, NH2), 8.50 (s, C2 --H).

1. customfor six hours
2. filtrationThe mixture was then filtered (Celite mat)
3. customevaporated to dryness (final conditions <1 mm, bath to 45° C.) The residue
4. additioncontaining Ba salts which
5. customseparated during the evaporation
6. customto give the H2O-insoluble product (7.74 g)
7. customRecrystallization from EtOH (800 mL)
8. customthen gave pure 6, mp 222°-223° C.