Bromine → Ethyl 5-bromo-6-(5-chloro-2-thienyl)-6-oxohexanoate

HRID 563103

반응식

HRID 563103 반응식
[Cl:1][C:2]1[S:6][C:5]([C:7](=[O:17])[CH2:8][CH2:9][CH2:10][CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:4][CH:3]=1.[Br:18]Br.S([O-])([O-])=O.[Na+].[Na+]>C(Cl)Cl>[Br:18][CH:8]([C:7]([C:5]1[S:6][C:2]([Cl:1])=[CH:3][CH:4]=1)=[O:17])[CH2:9][CH2:10][CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13]

참가 물질

5

반응물 3

HCID 24408Bromine2회HCID 24437Sodium SulfiteHCID 18174688Ethyl 6-(5-chloro-2-thienyl)-6-oxohexanoate

생성물 1

HCID 18174681Ethyl 5-bromo-6-(5-chloro-2-thienyl)-6-oxohexanoate수율 118.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Ethyl 6-(5-chloro-2-thienyl)-6-oxohexanoate (50.0 g) was dissolved in methylene chloride (150 ml), to which was added dropwise bromine (24.5 g) with stirring at room temperature. The mixture was stirred at room temperature for 1 hour, a 10% aqueous solution of sodium sulfite was then carefully added until disappearance of the red color of bromine, which was extracted with diethyl ether (200 ml×2). The organic layer was washed with a 10% aqueous solution of sodium hydrogen carbonate (100 ml), dried over anhydrous magnesium sulfate, and concentrated to give ethyl 5-bromo-6-(5-chloro-2-thienyl)-6-oxohexanoate as an oil (64.4 g, >99%).

후처리

  1. stirringThe mixture was stirred at room temperature for 1 hour
  2. extractionwas extracted with diethyl ether (200 ml×2)
  3. washThe organic layer was washed with a 10% aqueous solution of sodium hydrogen carbonate (100 ml)
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-6aaca899621744af96f3a2ab3e9050ca
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08067453B2

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