Bromobenzene → Methyl 4-(4-bromophenyl)-4-oxobutanoate

HRID 381834

反応式

HRID 381834 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:8]([CH2:12][CH2:13][C:14](Cl)=[O:15])([O:10][CH3:11])=[O:9].[Cl-].[Al+3].[Cl-].[Cl-]>ClCCl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:14](=[O:15])[CH2:13][CH2:12][C:8]([O:10][CH3:11])=[O:9])=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 7961BromobenzeneHCID 73888Butanoic acid, 4-chloro-4-oxo-, methyl esterHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 838865Methyl 4-(4-bromophenyl)-4-oxobutanoate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

In a manner similar to Example 2, Step (a), bromobenzene (10.0 mL, 0.0950 mol) was allowed to react with 3-carbomethoxypropionyl chloride (12.9 mL, 0.105 mol) in the presence of aluminum chloride (26.9 g, 0.0202 mol) in dichloromethane to give, after chromatography on silica gel (435 g, 230-400 mesh), eluting with hexanes-acetone (9:1, 10×400 mL; 8:1, 7×400 mL), 21.2 g of 4-(4-bromo-phenyl)-4-oxo-butyric acid, methyl ester as an off-white solid; mp 49-51° C.

後処理

  1. customto give
  2. washafter chromatography on silica gel (435 g, 230-400 mesh), eluting with hexanes-acetone (9:1, 10×400 mL; 8:1, 7×400 mL), 21.2 g of 4-(4-bromo-phenyl)-4-oxo-butyric acid, methyl ester as an off-white solid

出典と根拠

ORDレコード
ord-617a969c2e0f473d93ee8180621ea705
出典データセット
uspto-grants-2001_10
特許番号
US06307089B2

関連ノート

読み込み中…