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

HRID 264777

반응식

HRID 264777 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

HCID 10966649Methyl 5-(4-chlorophenyl)-5-oxovalerate수율 82.2%

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-3f0f68dd45e943b8a27883536a64ad75
출처 데이터셋
uspto-grants-1997_07
특허 번호
US05646283

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