反应 #1435716

反应方程式

sodium cyclopentadienide

2-trimethylsiloxy-1-bromo-ethane

ammonium chloride

→

(2-trimethylsiloxy-ethyl)-cyclopentadiene

收率 64.0%

溶剂

tetrahydrofurane

tetrahydrofurane

反应条件

后处理

1. 1
   温度The reaction is maintained
2. 2
   萃取The organic phase is extracted
3. 3
   干燥dried with magnesium sulphate
4. 4
   workup.DISTILLATIONthe volatile part is distilled under vacuum
5. 5
   其他obtaining an orange oil
6. 6
   workup.DISTILLATIONThis oil is distilled in order
7. 7
   其他to obtain a colourless oil
8. 8
   其他(Tb.: 63–65° C., 0.02 bar (15 mmHg.))

实验过程

150 ml of a 2.3 M sodium cyclopentadienide solution in tetrahydrofurane (346 mmol) is slowly added to a solution of 68.2 g (346 mmol) 2-trimethylsiloxy-1-bromo-ethane in tetrahydrofurane. The immediate formation of a pinkish solid is observed. The reaction is maintained under stirring for 12 hours. Then, an ammonium chloride aqueous solution is added. The organic phase is extracted, dried with magnesium sulphate and the volatile part is distilled under vacuum, obtaining an orange oil. This oil is distilled in order to obtain a colourless oil. (Tb.: 63–65° C., 0.02 bar (15 mmHg.)). (40.3 g, 221 mmol. Yield:64%). 1H-NMR (CDCl3): 6.50–6.00 (m,3H), 3.75 (m, 2H), 2.95 (m, 2H), 2.65 (m, 2H), 0.15 (s, 9H).

来源