Potassium Carbonate → 2-(2-Bromo-4-chlorophenoxy)cyclopentanone

HRID 1876369

반응식

HRID 1876369 반응식
C([C:3]1[C:4]([Br:11])=[C:5]([OH:10])[CH:6]=[CH:7][C:8]=1[Cl:9])C.C(=O)([O-])[O-].[K+].[K+].Cl[CH:19]1[CH2:23][CH2:22][CH2:21][C:20]1=[O:24]>CC(C)=O>[Br:11][C:4]1[CH:3]=[C:8]([Cl:9])[CH:7]=[CH:6][C:5]=1[O:10][CH:19]1[CH2:23][CH2:22][CH2:21][C:20]1=[O:24]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 127512-ChlorocyclopentanoneHCID 67404132Ethyl 2-bromo-4-chlorophenol

생성물 1

HCID 585667782-(2-Bromo-4-chlorophenoxy)cyclopentanone수율 71%

시약·촉매·용매 1

HCID 180Acetone용매

반응 조건

온도
100 °C

실험 절차

To a solution of ethyl 2-bromo-4-chlorophenol (10.9 g, 52.5 mmol) in acetone (105 mL) was added potassium carbonate (14.5 g, 105 mmol), followed by 2-chlorocyclopentanone (6.3 mL, 63 mmol). The mixture was refluxed at 100° C. overnight, then filtered through celite, concentrated in vacuo and purified by flash chromatography on silica gel (20% EtOAc in hexanes) to provide 2-(2-bromo-4-chlorophenoxy)cyclopentanone (516B) (10.8 g, 71.0%) as a yellow oil.

후처리

  1. filtrationfiltered through celite
  2. concentrationconcentrated in vacuo
  3. custompurified by flash chromatography on silica gel (20% EtOAc in hexanes)

출처 및 근거

ORD 기록
ord-033c58d4cb134c18bb7312ab0bfb70f4
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08309600B2

연결된 노트

불러오는 중…