HRID505783

反应详情

EQUATION

反应方程式

HRID 505783 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

3

PROCEDURE

实验过程

A solution (0.15 M) of methyl 6-cyclohexyl-5-phenyl-4H-thieno[3,2-b]pyrrole-2-carboxylate in DMF at 0° C. was treated with NaH (3.5 eq., 60% dispersion in mineral oil), and the suspension was stirred at RT for 30 min then it was treated with benzyl bromide (2.5 eq.). The reaction mixture was stirred at RT for 3 h then it was diluted with Et2O and water then the layers were separated and the aqueous phase was extracted with AcOEt. The combined organic phase was dried and concentrated giving a residue that was purified by flash chromatography on silica gel (1:10 MeOH/DCM) affording the title compound (22%) as a solid.

WORKUP

后处理

  1. stirringThe reaction mixture was stirred at RT for 3 h
  2. customthe layers were separated
  3. extractionthe aqueous phase was extracted with AcOEt
  4. customThe combined organic phase was dried
  5. concentrationconcentrated
  6. customgiving a residue that
  7. customwas purified by flash chromatography on silica gel (1:10 MeOH/DCM)