反应 #710528

反应方程式

Compound I

2-(1,3-benzodioxol-5-yl)-2-methyl propanal

t-BuOK

→

desired Compound

5-(2-methylbut-3-en-2-yl)benzo[d][1,3]dioxole

溶剂

tetrahydrofuran

tetrahydrofuran

反应条件

后处理

1. 1
   workup.STIRRINGThe reaction mixture was stirred at 0° C. for 1 hour and at room temperature for 2 hours
2. 2
   温度refluxed for 5 hours
3. 3
   温度It was then cooled to 0° C.
4. 4
   其他quenched by NH4Cl solution
5. 5
   workup.STIRRINGwith stirring for 30 minutes
6. 6
   萃取The reaction mixture was then extracted with diethyl ether
7. 7
   洗涤The ether layer was washed with distilled water
8. 8
   干燥dried over anhydrous sodium sulfate
9. 9
   过滤filtered
10. 10
    其他evaporated
11. 11
    其他Purification on silica gel column

实验过程

A suspension of methyl triphenyl phosphonium bromide (325 mg, 0.95 mmol) and t-BuOK (87.5 mg, 0.78 mmol) in dry tetrahydrofuran (1 mL) was stirred at 0° C. for 1 hour. To this mixture at 0° C., a solution of Compound I (50 mg, 0.26 mmol) in dry tetrahydrofuran (1 mL) was added dropwise. The reaction mixture was stirred at 0° C. for 1 hour and at room temperature for 2 hours and then refluxed for 5 hours. It was then cooled to 0° C. and quenched by NH4Cl solution with stirring for 30 minutes. The reaction mixture was then extracted with diethyl ether. The ether layer was washed with distilled water, dried over anhydrous sodium sulfate, filtered and evaporated. Purification on silica gel column using petroleum ether followed by with 20:1 petroleum ether-ethyl acetate afforded desired Compound No. 14 (1 mg) as colourless oil.

来源