تفاعل #1435716

معادلة التفاعل

sodium cyclopentadienide

2-trimethylsiloxy-1-bromo-ethane

ammonium chloride

→

(2-trimethylsiloxy-ethyl)-cyclopentadiene

المردود 64.0%

المذيبات

tetrahydrofurane

tetrahydrofurane

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe reaction is maintained
2. 2
   استخلاصThe organic phase is extracted
3. 3
   تجفيفdried with magnesium sulphate
4. 4
   workup.DISTILLATIONthe volatile part is distilled under vacuum
5. 5
   أخرىobtaining an orange oil
6. 6
   workup.DISTILLATIONThis oil is distilled in order
7. 7
   أخرىto obtain a colourless oil
8. 8
   أخرى(Tb.: 63–65° C., 0.02 bar (15 mmHg.))

الإجراء التجريبي

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).

المصدر