반응 #587504

반응 방정식

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

triethylsilane

potassium hydroxide

triethylsilane

boron trifluoride etherate

boron trifluoride etherate

→

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

용매

dichloromethane

acetonitrile

water

반응 조건

후처리

1. 1
   기타does not exceed 20° C
2. 2
   workup.ADDITIONare added
3. 3
   온도cooled to ambient temperature
4. 4
   기타Then the organic phase is separated
5. 5
   추출the aqueous phase is extracted three times with diisopropylether
6. 6
   세척The combined organic phases are washed twice with 2 M potassium hydroxide solution and once with brine
7. 7
   건조dried over sodium sulfate
8. 8
   기타After the solvent is removed
9. 9
   세척the residue is washed with ethanol
10. 10
    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. 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 to 50° C. and then cooled to ambient temperature. A solution of 28 g potassium hydroxide in 70 mL of water is added, and the resultant 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 is removed, the residue is washed with ethanol and dried at 60° C.

출처