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Ethyl Acetate → 4-Bromo-2-cyclobutylphenol

HRID 522263
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HRID 522263 반응식
[Br-:1].[Br-].[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.C([N+](CCCC)(CCCC)CCCC)CCC.C([N+](CCCC)(CCCC)CCCC)CCC.[CH:55]1([C:59]2[CH:64]=[CH:63][CH:62]=[CH:61][C:60]=2[OH:65])[CH2:58][CH2:57][CH2:56]1.S([O-])([O-])=O.[Na+].[Na+].CCOC(C)=O>C(Cl)Cl>[Br:1][C:63]1[CH:62]=[CH:61][C:60]([OH:65])=[C:59]([CH:55]2[CH2:56][CH2:57][CH2:58]2)[CH:64]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 8857Ethyl AcetateHCID 24437Sodium SulfiteHCID 128063072-CyclobutylphenolHCID 23500184Tetra-n-butylammonium tribromide

생성물 1

HCID 900655734-Bromo-2-cyclobutylphenol수율 166.9%

시약·촉매·용매 1

HCID 6344Dichloromethane
용매

실험 절차

Tetra-n-butylammonium tribromide (4.72 g) was added to a solution of 2-cyclobutylphenol (1.21 g) in CH2Cl2 (24.2 mL) at room temperature, and the mixture was stirred at the same temperature overnight. After the reaction mixture was pour into a saturated aqueous sodium sulfite solution, extraction was performed on the mixture using EtOAc, and the extract was washed with water and saturated brine. The organic layer was dried over Na2SO4 and filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (Hex:EtOAc=100:0 to 84:16), whereby 4-bromo-2-cyclobutylphenol (1.85 g) was obtained as a colorless oil.

후처리

  1. washthe extract was washed with water and saturated brine
  2. dry with materialThe organic layer was dried over Na2SO4
  3. filtrationfiltered
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (Hex:EtOAc=100:0 to 84:16)

출처 및 근거

ORD 기록
ord-53386a26e45347309ba3293097c0b50a
출처 데이터셋
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09328118B2

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