تفاعل #358288

معادلة التفاعل

2-Bromo-1-methoxy-4-nitro-benzene

morpholine

cesium carbonate

→

4-(2-methoxy-5-nitro-phenyl)-morpholine

المردود 40.9%

المذيبات

dioxane

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةAfter cooling
2. 2
   أخرىthe solvent was evaporated
3. 3
   أخرىthe residue was purified by silica gel chromatagraphy (eluent: 5% MeOH/DCM)

الإجراء التجريبي

2-Bromo-1-methoxy-4-nitro-benzene (810 mg, 4 mmol), morpholine (420 μL, 4.8 mmol), cesium carbonate (1.8 g, 5.6 mmol), Pd2(dba)3 (75 mg, 0.02 mmol) and BINAP (75 mg, 0.03 mmol) were added to 5 mL dry dioxane under an argon atmosphere and heated to 80° C. for 6 hours. After cooling, the solvent was evaporated and the residue was purified by silica gel chromatagraphy (eluent: 5% MeOH/DCM) to afford 390 mg 4-(2-methoxy-5-nitro-phenyl)-morpholine (w): m/e: 238.09, MS (ES+): 239.3; 1H NMR (500 MHz, CDCl3): 8.0 (d, J=10 Hz, 1H), 7.8 (s, 1H), 6.9 (d, J=10 Hz, 1H), 4.1 (s, 3H), 3.9 (m, 4H) and 3.2 (m, 4H).

المصدر