P-Cresol → Ethyl alpha-(4-Methylphenyl)benzoylacetate

HRID 128864

反応式

HRID 128864 の反応式
[N+](=[C:3]([C:9](=[O:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:4]([O:6][CH2:7][CH3:8])=[O:5])=[N-].[CH:17]1[C:22](O)=[CH:21][CH:20]=[C:19]([CH3:24])[CH:18]=1>C(Cl)(Cl)(Cl)Cl.C([O-])(=O)C.[Rh+2].C([O-])(=O)C>[CH3:24][C:19]1[CH:20]=[CH:21][C:22]([CH:3]([C:9](=[O:16])[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:4]([O:6][CH2:7][CH3:8])=[O:5])=[CH:17][CH:18]=1

参加物

5

反応物 2

HCID 2879P-CresolHCID 605325Acetic acid, benzoyldiazo-, ethyl ester

生成物 1

HCID 54208493Ethyl alpha-(4-Methylphenyl)benzoylacetate収率 26.1%

試薬・触媒・溶媒 2

HCID 21674Acetic acid, rhodium(2+) salt触媒HCID 5943Carbon Tetrachloride溶媒

反応条件

温度
45 °C

実験手順

A mixture of 7.66 g of ethyl α-diazobenzoylacetate, 3.8 g of p-cresol and 150 mg of rhodium(II) acetate in 40 cc of carbon tetrachloride was stirred at a temperature of 40-50° C. for 2 hours. After cooling, the insoluble materials were filtered off and the solvent was distilled off. The crude product thus obtained was purified by a silica gel column chromatography (eluent: chloroform/hexane=1/2) to obtain 2.59 g of compound E. Yield: 24.7%.

後処理

  1. temperatureAfter cooling
  2. filtrationthe insoluble materials were filtered off
  3. distillationthe solvent was distilled off
  4. customThe crude product thus obtained
  5. customwas purified by a silica gel column chromatography (eluent: chloroform/hexane=1/2)

出典と根拠

ORDレコード
ord-cc3e28ef97e743c19827d3205278a575
出典データセット
uspto-grants-1995_11
特許番号
US05464863

関連ノート

読み込み中…