반응 #320310

반응 방정식

aluminium trichloride

hydrochloric acid

thiophene

hydrogen chloride

benzoyl chloride

→

2-Benzylthiophene

용매

chlorobenzene

chlorobenzene

chlorobenzene

반응 조건

후처리

1. 1
   온도cooling over the course of 30 minutes
2. 2
   workup.STIRRINGthe mixture was then stirred for 1 hour
3. 3
   workup.STIRRINGthe mixture was stirred for 1 hour
4. 4
   온도by heating the mixture
5. 5
   workup.STIRRINGstirring, finally under vacuum
6. 6
   workup.STIRRINGwhile stirring at 70° C
7. 7
   workup.STIRRINGThe mixture was then stirred for 1 hour
8. 8
   온도cooled
9. 9
   workup.STIRRINGwhile stirring
10. 10
    기타The aqueous phase was then separated off
11. 11
    추출extracted with chlorobenzene
12. 12
    추출The remaining organic phase was extracted
13. 13
    workup.STIRRINGby shaking with water
14. 14
    추출The organic phase and the extract from the aqueous phase
15. 15
    기타the solvent was removed
16. 16
    workup.DISTILLATIONby distillation, and 38.7 g of crude 2-benzylthiophene of 79.7% purity
17. 17
    기타were obtained by distillation
18. 18
    workup.DISTILLATIONRedistillation
19. 19
    기타resulted in 99.7% pure 2-benzylthiophene with a boiling point of 91° to 92° C./1.4 mbar

실험 절차

27.2 g of 98.5% pure aluminium trichloride (sublimed) were suspended in 130 ml of chlorobenzene and cooled to 0° C. 28.7 g of benzoyl chloride were added dropwise while stirring and cooling over the course of 30 minutes, and the mixture was then stirred for 1 hour. Likewise at 0° C., a solution of 17.3 g of thiophene in 27 ml of chlorobenzene was added dropwise over the course of 30 minutes, and the mixture was stirred for 1 hour. Remaining hydrogen chloride was driven out by heating the mixture and stirring, finally under vacuum. The remaining solution was introduced over the course of 40 minutes into a solution of 12.7 g of dimethylamineborane in 70 ml of chlorobenzene while stirring at 70° C. The mixture was then stirred for 1 hour, cooled and discharged into a mixture of 200 g of ice and 50 g of concentrated aqueous hydrochloric acid while stirring. The aqueous phase was then separated off and extracted with chlorobenzene. The remaining organic phase was extracted by shaking with water. The organic phase and the extract from the aqueous phase were then combined, the solvent was removed therefrom by distillation, and 38.7 g of crude 2-benzylthiophene of 79.7% purity were obtained by distillation. This corresponds to 88.5% of theory. Redistillation resulted in 99.7% pure 2-benzylthiophene with a boiling point of 91° to 92° C./1.4 mbar.

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