反应 #1509623

反应方程式

2-Trichloroacetyl pyrrole

bromine

water

→

title compound 7

收率 93.8%

1-(4-bromo-1H-pyrrol-2-yl)-2,2,2-trichloro-ethanone

收率 93.8%

溶剂

chloroform

反应条件

后处理

1. 1
   workup.ADDITIONOnce addition
2. 2
   萃取extracted with chloroform (3×20 mL) The combined organic layers
3. 3
   洗涤were washed with sat. NaHCO3 (2×30 mL), brine (1×20 mL)
4. 4
   干燥dried over anhydrous sodium sulfate
5. 5
   过滤filtered
6. 6
   其他evaporated to dryness
7. 7
   其他Purification of the residue by column chromatography (Hexanes/Diethyl Ether 95:5)

实验过程

2-Trichloroacetyl pyrrole 6 (5.00 g, 23.3 mmol) was dissolved in anhydrous chloroform (20 mL) The solution was cooled to −10° C. before the drop-wise addition of bromine (1.20 mL, 23.3 mmol) to the flask. Once addition was complete the reaction was allowed to warm to room temperature on its own accord while stirring for an additional 30 minutes. The reaction was poured into water (40 mL) and extracted with chloroform (3×20 mL) The combined organic layers were washed with sat. NaHCO3 (2×30 mL), brine (1×20 mL), dried over anhydrous sodium sulfate, filtered, and evaporated to dryness. Purification of the residue by column chromatography (Hexanes/Diethyl Ether 95:5) yielded the title compound 7 (6.37 g, 93%) as an off-white solid: 1H NMR (300 MHz, DMSO-d6) δ 12.86 (s, 1H), 7.54 (s, 1H), 7.32 (s, 1H); 13C NMR (100 MHz, DMSO-d6) δ 171.67, 129.06, 122.01, 121.54, 97.60, 94.56; HRMS (FAB) calcd for C6H3BrCl3NO (M+) 288.8464, found 288.8479.

来源