反应 #2314294

反应方程式

tetrahydrofuran

tetrahydrofuran

tosylate

4-Methyl-3-cyclohexenol tosylate

tetrahydrofuran

HCl

→

4-Methyl-3-cyclohexenylacetylene

反应条件

后处理

1. 1
   温度cooled to 0° C. again
2. 2
   workup.STIRRINGThe reaction mixture is stirred overnight at room temperature
3. 3
   萃取extracted into ether
4. 4
   洗涤The combined organic layers are sequentially washed with a dilute sodium carbonate solution and brine
5. 5
   干燥dried over magnesium sulfate
6. 6
   其他The solvent is removed in vacuo

实验过程

To a solution of lithium acetylide ethylenediamine complex (4.53 g) in dry tetrahydrofuran (38 mL), stirred and cooled to 0° C., is slowly added a 0.5M solution of zinc chloride in dry tetrahydrofuran (100 mL). The mixture is stirred at 10° C. for 30 minutes, then cooled to 0° C. again. A solution of tosylate 4D (R=methyl) (5 g) in dry tetrahydrofuran (11 mL) is then added dropwise, followed by addition of palladium tetrakis(triphenylphosphine) (650 mg). The reaction mixture is stirred overnight at room temperature. The mixture is poured into 10% HCl and extracted into ether. The combined organic layers are sequentially washed with a dilute sodium carbonate solution and brine, then dried over magnesium sulfate. The solvent is removed in vacuo.

来源