反应 #1994246

反应方程式

2-allylpent-4-enoic acid ethyl ester

sodium hydroxide

→

2-allylpent-4-enoic acid

收率 54.2%

溶剂

methanol

water

反应条件

后处理

1. 1
   温度heated
2. 2
   温度at reflux temperature for 2 hours
3. 3
   其他solvent was removed at reduced pressure
4. 4
   workup.ADDITIONTo the residue were added 75 mL of diethyl ether and 10 mL of concentrated hydrochloric acid
5. 5
   workup.STIRRINGThe mixture was stirred at room temperature for 10 minutes
6. 6
   其他the layers were separated
7. 7
   干燥the diethyl ether layer was dried over magnesium sulfate
8. 8
   过滤After filtration
9. 9
   其他to remove the magnesium sulfate, solvent
10. 10
    其他was removed at reduced pressure

实验过程

To a stirred solution of 2-allylpent-4-enoic acid ethyl ester (prepared above, 9.0 g, 54 mmol) in 50 mL of methanol and 2 mL of water was added sodium hydroxide (2.5 g, 63 mmol, available from EMD). The solution was stirred for 15 hours, then heated at reflux temperature for 2 hours. After cooling the reaction mixture to room temperature, solvent was removed at reduced pressure. To the residue were added 75 mL of diethyl ether and 10 mL of concentrated hydrochloric acid. The mixture was stirred at room temperature for 10 minutes, then the layers were separated and the diethyl ether layer was dried over magnesium sulfate. After filtration to remove the magnesium sulfate, solvent was removed at reduced pressure to leave 4.1 g of 2-allylpent-4-enoic acid as a colorless oil whose structure was confirmed by NMR analyses.

来源