Hydrochloric Acid → Methyl 5-(4-chlorophenyl)-5-oxovalerate

HRID 264777

反応式

HRID 264777 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl-].[Cl-].[Cl-].[Al+3].Cl[C:13]([CH2:15][CH2:16][CH2:17][C:18]([O:20][CH3:21])=[O:19])=[O:14].Cl>ClCCCl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:13]([CH2:15][CH2:16][CH2:17][C:18]([O:20][CH3:21])=[O:19])=[O:14])=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 7964ChlorobenzeneHCID 73916Methyl 4-chloroformylbutyrateHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 10966649Methyl 5-(4-chlorophenyl)-5-oxovalerate収率 82.2%

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

実験手順

Chlorobenzene (8.13 ml, 79.9 mmol) was dissolved in 100 ml of 1,2-dichloroethane, and 21.3 g (160 mmol) of aluminum trichloride and 12.15 ml (87.9 mmol) of methyl 4-(chloroformyl)butyrate were added thereto, followed by stirring the mixture at room temperature overnight. The reaction solution was poured into hydrochloric acid, and extracted with chloroform. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was then distilled off under reduced pressure. The resulting residue was purified by silica-gel column chromatography (eluent: a mixture of 4% ethyl acetate and hexane) to obtain 15.8 g of the above-mentioned compound (yield 82%).

後処理

  1. extractionextracted with chloroform
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. distillationthe solvent was then distilled off under reduced pressure
  4. customThe resulting residue was purified by silica-gel column chromatography (eluent
  5. additiona mixture of 4% ethyl acetate and hexane)

出典と根拠

ORDレコード
ord-3f0f68dd45e943b8a27883536a64ad75
出典データセット
uspto-grants-1997_07
特許番号
US05646283

関連ノート

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