Boron trifluoride etherate → 4-Bromo-1-chloro-2-(4-methoxybenzyl)benzene

HRID 502848노트

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HRID 502848 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:18])=[C:6]([C:8]([C:10]2[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=2)=O)[CH:7]=1.C([SiH](CC)CC)C.B(F)(F)F.CCOCC.[OH-].[K+]>ClCCl.C(#N)C.O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:18])=[C:6]([CH2:8][C:10]2[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=2)[CH:7]=1

참가 물질

8

반응물 4

HCID 8000Boron trifluoride etherate2회HCID 12052Triethylsilane2회HCID 14797Potassium HydroxideHCID 22328608(5-Bromo-2-chloro-phenyl)-(4-ethoxy-phenyl)-methanone

생성물 1

HCID 223285944-Bromo-1-chloro-2-(4-methoxybenzyl)benzene

시약·촉매·용매 3

HCID 962Water용매HCID 6342Acetonitrile용매HCID 6344Dichloromethane용매

반응 조건

온도
47.5 °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 period 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 resultant mixture is stirred for 2 h. The organic phase is separated and the aqueous phase is extracted another 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 evaporated, the residue is washed with ethanol and dried at 60° C.

후처리

  1. additionare added so that the temperature
  2. customdoes not exceed 20° C
  3. additionare added
  4. temperaturecooled to ambient temperature
  5. customThe organic phase is separated
  6. extractionthe aqueous phase is extracted another three times with diisopropylether
  7. washThe combined organic phases are washed twice with 2 M potassium hydroxide solution and once with brine
  8. dry with materialdried over sodium sulfate
  9. customAfter the solvent is evaporated
  10. washthe residue is washed with ethanol
  11. customdried at 60° C.

출처 및 근거

ORD 기록
ord-338509e537034816b4d8a6d7fcc32376
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07776830B2

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