反应 #738816

反应方程式

5-methyl-thiophene-2-carboxaldehyde

methyl (triphenylphosphoranylidene) acetate

→

title compound

收率 62.5%

3-(5-Methyl-thiophen-2-yl)-acrylic acid methyl ester

收率 62.5%

溶剂

CH2Cl2

反应条件

后处理

1. 1
   浓缩After this time, the solution is concentrated
2. 2
   过滤The solution is filtered through a bed of Celite
3. 3
   浓缩The collected liquid is concentrated
4. 4
   其他The residue is purified by column chromatography
5. 5
   洗涤eluting with a gradient of 50% EtOAc/hexanes to 60% EtOAc/hexanes

实验过程

To 5-methyl-thiophene-2-carboxaldehyde (5 g, 40 mmol) in CH2Cl2 (100 mL) is added methyl (triphenylphosphoranylidene) acetate (13.3 g, 40 mmol). The solution is stirred for 72 hours. After this time, the solution is concentrated. The residue is slurried in Et2O. The solution is filtered through a bed of Celite. The collected liquid is concentrated. The residue is purified by column chromatography eluting with a gradient of 50% EtOAc/hexanes to 60% EtOAc/hexanes to give the title compound (4.5 g, 25 mmol) as an oil.

来源