Dimethyl Sulfoxide → 5-(4-Fluorophenoxy)furan-2-carbaldehyde

HRID 1927271노트

반응식

HRID 1927271 반응식
CS(C)=O.[F:5][C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][CH:7]=1.[H-].[Na+].[N+]([C:18]1[O:22][C:21]([CH:23]=[O:24])=[CH:20][CH:19]=1)([O-])=O>O>[F:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][C:18]2[O:22][C:21]([CH:23]=[O:24])=[CH:20][CH:19]=2)=[CH:8][CH:7]=1

참가 물질

6

반응물 4

HCID 679Dimethyl SulfoxideHCID 97324-FluorophenolHCID 127745-NitrofurfuralHCID 24758Sodium hydride

생성물 1

HCID 110419065-(4-Fluorophenoxy)furan-2-carbaldehyde수율 24.2%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a solution of DMSO (50 mL) of p-fluorophenol (3.6 g) was added NaH (1.3 g/60% in oil) at room temperature, which was stirred for 15 minutes at room temperature. 5-Nitro-furan-2-carbaldehyde (5.0 g) was then added thereto, which was stirred for 40 minutes at room temperature. Water was added to the reaction solution, which was then extracted with ethyl acetate. The solvent was evaporated from the organic layer under a reduced pressure, and the residue was purified by silica gel chromatography (heptane:ethyl acetate=2:1) to obtain 5-(4-fluoro-phenoxy)-furan-2-carbaldehyde (1.6 g).

후처리

  1. stirringwhich was stirred for 40 minutes at room temperature
  2. extractionwas then extracted with ethyl acetate
  3. customThe solvent was evaporated from the organic layer under a reduced pressure
  4. customthe residue was purified by silica gel chromatography (heptane:ethyl acetate=2:1)

출처 및 근거

ORD 기록
ord-f791320e6571433aa9e1797e22850721
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08183264B2

반응 노트

불러오는 중…