반응 #2040387

반응 방정식

sodium cyclopentadienylide

2-trimethylsiloxy-1-bromo-ethane

ammonium chloride

→

(2-trimethylsiloxy-ethyl)-cyclopentadiene

수율 64.0%

용매

tetrahydrofurane

tetrahydrofurane

반응 조건

후처리

1. 1
   온도The reaction is maintained
2. 2
   추출The organic phase is extracted
3. 3
   건조dried with magnesium sulphate
4. 4
   workup.DISTILLATIONthe volatile part is distilled under vacuum
5. 5
   기타obtaining an orange oil
6. 6
   workup.DISTILLATIONThis oil is distilled in order
7. 7
   기타to obtain a colorless oil
8. 8
   기타(Tb.: 63-65° C., 0.02 bar (15 mmHg.))

실험 절차

150 ml of a 2.3 M sodium cyclopentadienylide 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 colorless 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).

출처