反应 #1509626

反应方程式

2,2,2-Trichloro-1-(4,5-dibromo-1-methyl-1H-pyrrol-2-yl)-ethanone

2,2,2-trichloro-1-(4,5-dibromo-1-methyl-pyrrol-2-yl)-ethanone

potassium carbonate

→

title compound

收率 92.0%

4,5-dibromo-1-methyl-pyrrole-2-carboxylic acid methyl ester

收率 92.0%

溶剂

methanol

反应条件

后处理

1. 1
   其他was quenched with water (10 mL)
2. 2
   其他The methanol was removed under reduced pressure
3. 3
   其他the residue partitioned between ethyl acetate (100 mL) and water (20 mL)
4. 4
   洗涤The organic layer was subsequently washed with sat. NaHCO3 (2×30 mL), brine (2×20 mL)
5. 5
   干燥dried over anhydrous sodium sulfate
6. 6
   过滤filtered
7. 7
   其他Evaporation of the filtrate

实验过程

2,2,2-Trichloro-1-(4,5-dibromo-1-methyl-1H-pyrrol-2-yl)-ethanone 14 (1.00 g, 2.60 mmol), anhydrous potassium carbonate (0.719 g, 5.20 mmol), and anhydrous methanol (20 mL) were charged into a reaction flask. The resulting suspension was stirred for 16 h at room temperature upon which the reaction was quenched with water (10 mL). The methanol was removed under reduced pressure and the residue partitioned between ethyl acetate (100 mL) and water (20 mL). The organic layer was subsequently washed with sat. NaHCO3 (2×30 mL), brine (2×20 mL), dried over anhydrous sodium sulfate, and filtered. Evaporation of the filtrate yielded the title compound (0.710 g, 92%) as a white solid: 1H NMR (300 MHz, DMSO-d6) δ 7.05 (s, 1H), 3.90 (s, 3H), 3.76 (s, 3H); 13C NMR (75 MHz, DMSO-d6) δ 159.38, 123.62, 118.51, 113.93, 98.06, 51.58, 35.78; HRMS (FAB) calcd for C7H7Br2NO2 (M+) 294.8844, found 294.8861.

来源