反应 #89964

反应方程式

2-(1,1-dimethyl-3-trimethylsilanylprop-2-ynyl)-4-methoxy-benzoic acid methyl ester

tetrabutylammonium fluoride

ammonium chloride

→

title compound

收率 75.2%

2-(1,1-Dimethylprop-2-ynyl)-4-methoxy-benzoic acid methyl ester

收率 75.2%

溶剂

THF

反应条件

后处理

1. 1
   萃取followed by extraction with ethyl acetate
2. 2
   洗涤The organic layer was washed with brine
3. 3
   干燥dried over magnesium sulfate
4. 4
   其他The drying agent was removed by filtration
5. 5
   其他the residues obtained
6. 6
   浓缩after concentration under reduced pressure
7. 7
   其他were purified by silica gel column chromatography (ethyl acetate/hexane)

实验过程

To the THF (18 ml) solution of 2-(1,1-dimethyl-3-trimethylsilanylprop-2-ynyl)-4-methoxy-benzoic acid methyl ester (Compound AA2, 912 mg, 3 mmol), tetrabutylammonium fluoride (2.061 g, 2.6 eq.) was added, and then stirred for 3 hr at room temperature. To the reaction solution, saturated aqueous solution of ammonium chloride was added followed by extraction with ethyl acetate. The organic layer was washed with brine and dried over magnesium sulfate. The drying agent was removed by filtration and the residues obtained after concentration under reduced pressure were purified by silica gel column chromatography (ethyl acetate/hexane) to obtain the title compound (yellow oily substance, 524 mg, 75%).

来源