Reacción #1509626

Ecuación de reacción

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

Rendimiento 92.0%

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

Rendimiento 92.0%

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrowas quenched with water (10 mL)
2. 2
   OtroThe methanol was removed under reduced pressure
3. 3
   Otrothe residue partitioned between ethyl acetate (100 mL) and water (20 mL)
4. 4
   LavadoThe organic layer was subsequently washed with sat. NaHCO3 (2×30 mL), brine (2×20 mL)
5. 5
   Secadodried over anhydrous sodium sulfate
6. 6
   Filtraciónfiltered
7. 7
   OtroEvaporation of the filtrate

Procedimiento

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.

Fuente