反应详情

温度

0 °C

A solution (1.1 M) of 1-benzyl-2-chloro-5-phenyl-1H-pyrrole-3-carbaldehyde in THF at 0° C. was treated with methyl thioglycolate (1.5 eq.) and a solution (2 M) of potassium tert-butoxide (2.5 eq.) in THF. The mixture was stirred at 0° C. for 2 h then at RT for 40 h. The reaction was quenched with water and pH was turned to neutral value by addition of aqueous ammonium chloride (saturated solution). The mixture was extracted with AcOEt and the combined organic phase was washed with brine and dried. Evaporation of the solvent gave a residue that was purified by flash chromatography on silica gel (1:30 acetone/toluene) to afford the title compound (38%) as a solid.

1. waitat RT for 40 h
2. customThe reaction was quenched with water and pH
3. additionwas turned to neutral value by addition of aqueous ammonium chloride (saturated solution)
4. extractionThe mixture was extracted with AcOEt
5. washthe combined organic phase was washed with brine
6. customdried
7. customEvaporation of the solvent
8. customgave a residue that
9. customwas purified by flash chromatography on silica gel (1:30 acetone/toluene)