Acetic Acid → 2-Bromo-1-thiophen-3-yl-butan-1-one

HRID 38425

반응식

HRID 38425 반응식
[S:1]1[CH:5]=[CH:4][C:3]([C:6](=[O:10])[CH2:7][CH2:8][CH3:9])=[CH:2]1.C(O)(=O)C.[Br:15]Br>C(OCC)C>[Br:15][CH:7]([CH2:8][CH3:9])[C:6]([C:3]1[CH:4]=[CH:5][S:1][CH:2]=1)=[O:10]

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 24408BromineHCID 201580431-(Thiophen-3-yl)butan-1-one

생성물 1

HCID 595986182-Bromo-1-thiophen-3-yl-butan-1-one수율 60.9%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

1-Thiophen-3-yl-butan-1-one (6.7 g. 43 mmol) in 210 mL diethyl ether was cooled to zero degrees C., and 0.6 ml glacial acetic acid was added dropwise, followed by bromine (2.26 ml, 46 mmol) dropwise. The reaction mixture was allowed to warm to room temperature over hours. The reaction mixture was washed the with water, 1 N sodium thiosulfate, brine, and then dried over magnesium sulfate. Solvent was removed under reduced pressure to give an oil which was chromatographed (5% EtOAc/Hexanes) to give 6.1 g 2-Bromo-1-thiophen-3-yl-butan-1-one, 79%, as an oil.

후처리

  1. washThe reaction mixture was washed the with water, 1 N sodium thiosulfate, brine
  2. dry with materialdried over magnesium sulfate
  3. customSolvent was removed under reduced pressure
  4. customto give an oil which
  5. customwas chromatographed (5% EtOAc/Hexanes)

출처 및 근거

ORD 기록
ord-70713d08a7dc441d812539a859547053
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524725B2

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