Reaktion #1435716

Reaktionsgleichung

sodium cyclopentadienide

2-trimethylsiloxy-1-bromo-ethane

ammonium chloride

→

(2-trimethylsiloxy-ethyl)-cyclopentadiene

Ausbeute 64.0%

Lösungsmittel

tetrahydrofurane

tetrahydrofurane

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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).

Quelle