3-Chlorobiphenyl → 1-Bromo-2-(3'-chlorobiphenyl-4-yl)ethanone

HRID 586410

반응식

HRID 586410 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1.Br[CH2:15][C:16]([Br:18])=[O:17].[Cl-].[Cl-].[Cl-].[Al+3]>C(Cl)Cl>[Br:18][C:16](=[O:17])[CH2:15][C:11]1[CH:10]=[CH:9][C:8]([C:4]2[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=2)=[CH:13][CH:12]=1

참가 물질

5

반응물 3

HCID 163223-ChlorobiphenylHCID 61147Bromoacetyl bromideHCID 6451240Aluminum(III) Chloride

생성물 1

HCID 223354751-Bromo-2-(3'-chlorobiphenyl-4-yl)ethanone수율 55.9%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
2.5 °C

실험 절차

A mixture of 5 g (0.026 mole) of 3-chlorobiphenyl, 50 ml of methylene chloride, 6.95 g (0.034 mole) of bromoacetyl bromide is cooled to 0-5° C. and 4 g (0.030 mole) of aluminium trichloride are added. The mixture is stirred for 1 hour at 5° C., then for 4 hours at room temperature. It is poured onto an ice/water mixture, extracted with methylene chloride, the organic phase is washed with a 1N solution of HCl, dried over sodium sulfate and evaporated under reduced pressure. 4.5 g of the title product is obtained. M.p. 63-65° C.

후처리

  1. waitfor 4 hours at room temperature
  2. extractionextracted with methylene chloride
  3. washthe organic phase is washed with a 1N solution of HCl
  4. dry with materialdried over sodium sulfate
  5. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-a6f3fd90687d4cb597a9229b3e8fb796
출처 데이터셋
uspto-grants-2005_08
특허 번호
US06936621B2

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