HRID1479154

反应详情

EQUATION

反应方程式

HRID 1479154 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

4

PROCEDURE

实验过程

4-Fluorophenyl benzaldehyde-tosylhydrazone sodium salt (1.57 g, 5 mmol), N-vinyl-phthalimide (2.59 g, 15 mmol), benzyltriethylammonium chloride (114 mg, 0.5 mmol), and rhodium acetate dimer (22 mg, 0.05 mmol) were stirred with dioxane (23 ml) to give a thick slurry. This was stirred overnight at room temperature. TIc (20% EtOAc/hexane) showed good conversion, so the mixture was shaken between EtOAc and water. The organic phase was dried with MgSO4 and evaporated to yield 3.8 g of a crude mixture. This was chromatographed on silica with EtOAc/hexane to yield 169 mg (12%) of 2-[cis-2-(4-fluoro-phenyl)cyclopropyl]-isoindole-1,3-dione

WORKUP

后处理

  1. customto give a thick slurry
  2. dry with materialThe organic phase was dried with MgSO4
  3. customevaporated
  4. customto yield 3.8 g of a crude mixture
  5. customThis was chromatographed on silica with EtOAc/hexane