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

HRID 1803628

反応式

HRID 1803628 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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%)

後処理

  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

出典と根拠

ORDレコード
ord-ff791bd6ebb94de0895cb9afd7536c6e
出典データセット
uspto-grants-2013_01
特許番号
US08350090B1

関連ノート

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