Fluorobenzene → Ethyl-6-(4-fluorophenyl)-6-oxohexanoate

HRID 563106

반응식

HRID 563106 반응식
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl-].[CH2:9]([O:11][C:12](=[O:20])[CH2:13][CH2:14][CH2:15][CH2:16][C:17](O)=[O:18])[CH3:10].[Cl-].[Al+3].[Cl-].[Cl-]>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:17](=[O:18])[CH2:16][CH2:15][CH2:14][CH2:13][C:12]([O:11][CH2:9][CH3:10])=[O:20])=[CH:4][CH:3]=1

참가 물질

4

반응물 3

HCID 10008FluorobenzeneHCID 6451240Aluminum(III) ChlorideHCID 86624202Adipic acid monoethyl ester chloride

생성물 1

HCID 18174682Ethyl-6-(4-fluorophenyl)-6-oxohexanoate수율 65.1%

실험 절차

To a mixture of fluorobenzene (37.3 g) and adipic acid monoethyl ester chloride (18.0 g) was added gradually aluminum chloride (26.6 g) with stirring under ice-cooling, and the resulting mixture was stirred at room temperature for 2 hours. The reaction mixture was poured into ice water (500 ml) and extracted with diethyl ether (200 ml×2). The organic layer was washed with a 10% aqueous solution of sodium hydrogen carbonate (200 ml), dried over anhydrous magnesium sulfate, and concentrated to give ethyl 6-(4-fluorophenyl)-6-oxohexanoate as an oil (14.1 g, 57%).

후처리

  1. temperaturecooling
  2. stirringthe resulting mixture was stirred at room temperature for 2 hours
  3. extractionextracted with diethyl ether (200 ml×2)
  4. washThe organic layer was washed with a 10% aqueous solution of sodium hydrogen carbonate (200 ml)
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-07e8ebbb83d9413e9c2c0528aed72eae
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08067453B2

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