Sodium Acetate → {[2,4-bis(methyloxy)phenyl]methyl}-3-bromo-4-methyl-1H-pyrrole-2,5-dione

참여 물질

반응 조건

반응 단계

3-bromo-4-methyl-2,5-furandione (prepared as described in Org. and Bimolecular chemistry, pag 1782, 2004; 4.8 g, 25.1 mmol) and {[2,4-bis(methyloxy)phenyl]methyl}amine (3.78 mL, 25.1 mmol) were dissolved in acetic acid (100 mL) and the mixture was stirred at 100° C. overnight. Solvent was then concentrated under reduced pressure, additional acetic acid (100 mL) was added followed by sodium acetate (1.443 g, 17.59 mmol) and the mixture was refluxed for further 3 hours. Solvent was eliminated under reduced pressure and the residue was partitioned between DCM and water. Organic phase was washed with water, dried and solvent was eliminated under reduced pressure providing a crude that was purified by flash chromatography (eluent: Cy to Cy/AcOEt 7:3) affording 1-{[2,4-bis(methyloxy)phenyl]methyl}-3-bromo-4-methyl-1H-pyrrole-2,5-dione (8.55 g, 25.1 mmol, 100% yield) as a light yellow solid.

출처 및 근거