반응 #1977630

반응 방정식

boron trifluoride etherate

potassium hydroxide

triethylsilane

boron trifluoride etherate

(5-bromo-2-chloro-phenyl)-(4-methoxy-phenyl)-methanone

triethylsilane

→

4-bromo-1-chloro-2-(4-methoxy-benzyl)-benzene

용매

water

dichloromethane

acetonitrile

반응 조건

후처리

1. 1
   workup.ADDITIONare added so that the temperature
2. 2
   기타does not exceed 20° C
3. 3
   workup.ADDITIONare added
4. 4
   온도cooled to ambient temperature
5. 5
   workup.STIRRINGthe mixture is stirred for 2 h
6. 6
   기타Then the organic phase is separated
7. 7
   추출the aqueous phase is extracted three times with diisopropylether
8. 8
   세척The combined organic phases are washed twice with 2 M potassium hydroxide solution and once with brine
9. 9
   건조dried over sodium sulfate
10. 10
    workup.STIRRINGis stirred in ethanol
11. 11
    기타separated off again
12. 12
    기타dried at 60° C.

실험 절차

A solution of 86.2 g (5-bromo-2-chloro-phenyl)-(4-methoxy-phenyl)-methanone and 101.5 mL triethylsilane in 75 mL dichloromethane and 150 mL acetonitrile is cooled to 10° C. Then with stirring 50.8 mL of boron trifluoride etherate are added so that the temperature does not exceed 20° C. The solution is stirred for 14 h at ambient temperature, before another 9 mL triethylsilane and 4.4 mL boron trifluoride etherate are added. The solution is stirred for a further 3 h at 45-50° C. and then cooled to ambient temperature. A solution of 28 g potassium hydroxide in 70 mL water is added and the mixture is stirred for 2 h. Then the organic phase is separated and the aqueous phase is extracted three times with diisopropylether. The combined organic phases are washed twice with 2 M potassium hydroxide solution and once with brine and then dried over sodium sulfate. After the solvent has been eliminated the residue is stirred in ethanol, separated off again and dried at 60° C.

출처