4-Fluorophenol → 5-(4-Fluorophenoxy)furan-2-carbaldehyde

HRID 2080147노트

반응식

HRID 2080147 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[H-].[Na+].[N+]([C:14]1[O:18][C:17]([CH:19]=[O:20])=[CH:16][CH:15]=1)([O-])=O>CS(C)=O.[Cl-].[Na+].O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:14]2[O:18][C:17]([CH:19]=[O:20])=[CH:16][CH:15]=2)=[CH:4][CH:3]=1

참가 물질

6

반응물 3

HCID 97324-FluorophenolHCID 127745-NitrofurfuralHCID 24758Sodium hydride

생성물 1

HCID 110419065-(4-Fluorophenoxy)furan-2-carbaldehyde수율 98%

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매2회HCID 57417360Sodium chloride; water용매

실험 절차

To a solution of 4-fluorophenol (2.39 g, 21.3 mmol) in dimethylsulfoxide (20 mL) was added sodium hydride (785 mg, 19.6-23.6 mmol, 60-72% in oil), and the solution was stirred at room temperature for 20 minutes. Next, a solution of 5-nitro-furan-2-carbaldehyde (3 g, 21.3 mmol) in dimethylsulfoxide (10 mL) was added dropwise, the solution was then stirred for 2 hours at room temperature. The reaction mixture was poured into brine, and the mixture was extracted with ethyl acetate. The fractionated organic layer was dried over anhydrous magnesium sulfate, then concentrated, and the title compound (4.3 g, 20.8 mmol, 98%) was obtained.

후처리

  1. stirringthe solution was then stirred for 2 hours at room temperature
  2. extractionthe mixture was extracted with ethyl acetate
  3. dry with materialThe fractionated organic layer was dried over anhydrous magnesium sulfate
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-9c8ca423efeb4d7e9a60dbcdb1fa6a88
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07932272B2

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