Реакция #1435716

Уравнение реакции

sodium cyclopentadienide

2-trimethylsiloxy-1-bromo-ethane

ammonium chloride

→

(2-trimethylsiloxy-ethyl)-cyclopentadiene

Выход 64.0%

Растворители

tetrahydrofurane

tetrahydrofurane

Условия реакции

Обработка

1. 1
   ТемператураThe reaction is maintained
2. 2
   ЭкстракцияThe organic phase is extracted
3. 3
   Сушкаdried with magnesium sulphate
4. 4
   workup.DISTILLATIONthe volatile part is distilled under vacuum
5. 5
   Другоеobtaining an orange oil
6. 6
   workup.DISTILLATIONThis oil is distilled in order
7. 7
   Другоеto obtain a colourless oil
8. 8
   Другое(Tb.: 63–65° C., 0.02 bar (15 mmHg.))

Методика

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).

Источник