HRID2228624

反应详情

EQUATION

反应方程式

HRID 2228624 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

2

PROCEDURE

实验过程

3-Acetyl-2,4-dimethyl-5-(4-pyridyl)-1H-pyrrole (800 mg, 3.74 mmol) was dissolved with THF (37 mL), acetic acid (45 mL) and water (37 mL). Ammonium cerium(IV) nitrate (8.38 g, 15.3 mmol) was added to the mixture at room temperature and stirred for 1.5 hours. The mixture was neutralized with 2 M aqueous NaOH solution and extracted with ethyl acetate (150 mL×3). The combined organic layers were washed with brine, dried over MgSO4, and evaporated in vacio. The residue was purified by flash chromatography eluting with ethyl acetate-hexane (2:1) to afford the title compound (190 mg, 22% yield) as a solid.

WORKUP

后处理

  1. extractionextracted with ethyl acetate (150 mL×3)
  2. washThe combined organic layers were washed with brine
  3. dry with materialdried over MgSO4
  4. customevaporated in vacio
  5. customThe residue was purified by flash chromatography
  6. washeluting with ethyl acetate-hexane (2:1)