Furan → 1-(Furan-2-yl)-2-(3-methoxyphenyl)ethan-1-one

HRID 1803628노트

반응식

HRID 1803628 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:9][C:10]([OH:12])=O)[CH:6]=[CH:7][CH:8]=1.[O:13]1[CH:17]=[CH:16][CH:15]=[CH:14]1.FC(F)(F)C(OC(=O)C(F)(F)F)=O>C(Cl)Cl>[O:13]1[CH:17]=[CH:16][CH:15]=[C:14]1[C:10](=[O:12])[CH2:9][C:5]1[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[CH:4]=1

참가 물질

5

반응물 3

HCID 8029FuranHCID 9845Trifluoroacetic anhydrideHCID 15719(3-Methoxyphenyl)acetic acid

생성물 1

HCID 610568711-(Furan-2-yl)-2-(3-methoxyphenyl)ethan-1-one수율 77%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

3-Methoxyphenylacetic acid (20 g, 120.35 mmol) was dissolved in CH2Cl2 (200 mL), and furan (24.6 g, 361.39 mmol) and trifluoroacetic anhydride (37.8 g, 180 mmol) were added to the solution. The reaction was kept being stirred overnight at room temperature. The reaction was quenched with saturated NaHCO3 to pH=6.9, and the organic reagent in the mixture was evaporated. The residue was extracted with EtOAc, and the organic layer was washed with brine, dried over MgSO4, and evaporated. The resulting residue was purified by chromatography on a silica gel column using hexane-EtOAc as eluent to give 1-(furan-2-yl)-2-(3-methoxyphenyl)ethan-1-one as yellow oil: 20 g (yield: 77%)

후처리

  1. customThe reaction was quenched with saturated NaHCO3 to pH=6.9
  2. customthe organic reagent in the mixture was evaporated
  3. extractionThe residue was extracted with EtOAc
  4. washthe organic layer was washed with brine
  5. dry with materialdried over MgSO4
  6. customevaporated
  7. customThe resulting residue was purified by chromatography on a silica gel column

출처 및 근거

ORD 기록
ord-ff791bd6ebb94de0895cb9afd7536c6e
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08350090B1

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