反応 #1435716

反応方程式

sodium cyclopentadienide

2-trimethylsiloxy-1-bromo-ethane

ammonium chloride

→

(2-trimethylsiloxy-ethyl)-cyclopentadiene

収率 64.0%

溶媒

tetrahydrofurane

tetrahydrofurane

反応条件

後処理

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

実験手順

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).

出典