反応 #142

ord-8b6e9d49ac804667b43344fcaf4ab862

反応方程式

COc1ccc(Br)cc1[N+](=O)[O-]
COc1ccc(Br)cc1[N+](=
CC(=O)N1CCNCC1
CC(=O)N1CCNCC1
COc1ccc(N2CCN(C(C)=O)CC2)cc1[N+](=O)[O-]
COc1ccc(N2CCN(C(C)=O
収率 29.9%

溶媒

反応条件

温度
100°CELSIUS

実験手順

4-bromo-1-methoxy-2-nitrobenzene (30 g, 129.29 mmol), 1-(piperazin-1-yl)ethanone (16.57 g, 129.29 mmol), cesium carbonate (84 g, 258.59 mmol),diacetoxypalladium (2.322 g, 10.34 mmol) and (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (8.98 g, 15.52 mmol) in dioxane (200 mL) were degazed with nitrogen and stirred at 100°C for 1 hour. The reaction mixture was allowed to cool to room temperature, water (1000mL) was added and mixture was filtered on celite. The aq. layer was extracted with CH2Cl2 (2X500mL). The organic layer was dried on MgSO4, filtered and concentrated to dryness to afford the crude product. This product was purified by flash chromatography on silica gel eluting with ethyl acetate - methanol (92-8), the solvents were evaporated to dryness to afford 1-(4-(4-methoxy-3-nitrophenyl)piperazin-1-yl)ethanone (10.80 g, 29.9 %)

出典

750 AstraZeneca ELN dataset