反应详情

To a suspension of NaH (5.74 g, 143.5 mmol; 60% in oil) in THF (200 mL) at 0° C. was added (tert-butoxycarbonylmethyl)triphenylphosphonium bromide (66 g, 143.5 mmol) as a solid in three portions. Cooling was removed and the mixture was stirred at rt for 30 min. It was then cooled to 0° C. and methyl 5-formyl-1H-pyrrole-2-carboxylate (16.9 g, 110.4 mmol) in THF (60 mL) was added dropwise over 40 min. The reaction mixture was allowed to warm to rt and was stirred overnight. Silica was added and the solvent was removed. The crude product was purified by flash chromatography (0-20% EtOAc/Heptane) to afford two isomeric compounds:

1. temperatureCooling
2. customwas removed
3. temperatureIt was then cooled to 0° C.
4. temperatureto warm to rt
5. stirringwas stirred overnight
6. additionSilica was added
7. customthe solvent was removed
8. customThe crude product was purified by flash chromatography (0-20% EtOAc/Heptane)
9. customto afford two isomeric compounds