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

HRID 1909526

反応式

HRID 1909526 の反応式
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]

参加物

5

反応物 3

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

生成物 1

HCID 585667782-(2-Bromo-4-chlorophenoxy)cyclopentanone収率 71%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

反応条件

温度
100 °C

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-d134cf717d6e44059d63bd6d31f67141
出典データセット
uspto-grants-2013_12
特許番号
US08598374B2

関連ノート

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