반응 #586107

반응 방정식

ammonia

3-hydroxy-2-methyl-3-phenyl-1-(8-quinolyl)cyclopentene

water

hydrochloric acid

→

2-methyl-3-phenyl-1-(8-quinolyl)cyclopentadiene

수율 69.3%

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   기타The aqueous phase was then separated off from the organic phase
2. 2
   추출the aqueous phase was extracted twice with diethyl ether
3. 3
   건조dried over magnesium sulfate
4. 4
   여과filtered
5. 5
   workup.DISTILLATIONthe solvent was distilled off
6. 6
   기타The residue obtained in this way
7. 7
   workup.DISTILLATIONwas distilled at 157-170° C.

실험 절차

A mixture of 5 ml of water and 5 ml of concentrated hydrochloric acid was added to a solution of 1.717 g (5.7 mmol) of 3-hydroxy-2-methyl-3-phenyl-1-(8-quinolyl)cyclopentene in 100 ml of tetrahydrofuran. The mixture was stirred at room temperature for 90 minutes and ammonia solution was then added until the pH was 12. The aqueous phase was then separated off from the organic phase and the aqueous phase was extracted twice with diethyl ether. The organic phases were combined, dried over magnesium sulfate, filtered and the solvent was distilled off. The residue obtained in this way was distilled at 157-170° C. and 2×10−2 mbar to give 1.12 g (3.95 mmol, 69.3%) of 2-methyl-3-phenyl-1-(8-quinolyl)cyclopentadiene.

출처