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

HRID 2080147ノート

反応式

HRID 2080147 の反応式
[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

参加物

6

反応物 3

HCID 97324-FluorophenolHCID 127745-NitrofurfuralHCID 24758Sodium hydride

生成物 1

HCID 110419065-(4-Fluorophenoxy)furan-2-carbaldehyde収率 98%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒2 回HCID 57417360Sodium chloride; water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-9c8ca423efeb4d7e9a60dbcdb1fa6a88
出典データセット
uspto-grants-2011_04
特許番号
US07932272B2

反応ノート

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