HRID16912
反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
PROCEDURE
实验过程
A solution of 3-formyl-N-methylbenzamide (2.9 g, 17.77 mmol) and methyl 2-triphenylphosphoranylideneacetate (8.91 g, 26.66 mmol) in dichloromethane (85 mL), was stirred at room temperature for 18 h. The reaction mixture was evaporated to dryness. The crude product was purified by silica column chromatography, eluting with a gradient of 0 to 10% MeOH in DCM. Pure fractions were evaporated to dryness to afford impure product. Re-purified by silica column chromatography, eluting with a gradient of 50 to 100% EtOAc in hexanes. Pure fractions were evaporated to dryness to afford (E)-methyl 3-[3-(methylcarbamoyl)phenyl]prop-2-enoate (3.77 g, 97%).
WORKUP
后处理
- customThe reaction mixture was evaporated to dryness
- customThe crude product was purified by silica column chromatography
- washeluting with a gradient of 0 to 10% MeOH in DCM
- customPure fractions were evaporated to dryness
- customto afford impure product
- washRe-purified by silica column chromatography, eluting with a gradient of 50 to 100% EtOAc in hexanes
- customPure fractions were evaporated to dryness