4-Fluorophenol → Methyl 3-(4-fluorophenoxy)-5-nitrobenzoate

HRID 873494

反応式

HRID 873494 の反応式
[N+]([C:4]1[CH:5]=[C:6]([CH:11]=[C:12]([N+:14]([O-:16])=[O:15])[CH:13]=1)[C:7]([O:9][CH3:10])=[O:8])([O-])=O.[F:17][C:18]1[CH:23]=[CH:22][C:21]([OH:24])=[CH:20][CH:19]=1.P([O-])([O-])([O-])=O.[K+].[K+].[K+]>CN(C=O)C.C(OCC)(=O)C>[F:17][C:18]1[CH:23]=[CH:22][C:21]([O:24][C:4]2[CH:5]=[C:6]([CH:11]=[C:12]([N+:14]([O-:16])=[O:15])[CH:13]=2)[C:7]([O:9][CH3:10])=[O:8])=[CH:20][CH:19]=1

参加物

6

反応物 3

HCID 97324-FluorophenolHCID 62657Potassium Phosphate, TribasicHCID 222067Methyl 3,5-dinitrobenzoate

生成物 1

HCID 86730099Methyl 3-(4-fluorophenoxy)-5-nitrobenzoate収率 79.1%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
80 °C

実験手順

The compound prepared in Example 34 (4.73 g) was dissolved in DMF (40 mL), added with 4-fluorophenol (2.34 g) and potassium phosphate (5.32 g) and stirred overnight at 80° C. The reaction solution was diluted with ethyl acetate, sequentially washed with water and a saturated sodium chloride solution and dried over anhydrous magnesium sulphate before distillation of the solvent. The resulting residue was purified by silica gel chromatography (hexane:ethyl acetate=9:1→1:1) to give the titled compound (4.81 g) having the following physical properties.

後処理

  1. washsequentially washed with water
  2. dry with materiala saturated sodium chloride solution and dried over anhydrous magnesium sulphate before distillation of the solvent
  3. customThe resulting residue was purified by silica gel chromatography (hexane:ethyl acetate=9:1→1:1)

出典と根拠

ORDレコード
ord-7ff8e089745a4b96ba87d50a6b81581d
出典データセット
uspto-grants-2015_03
特許番号
US08975409B2

関連ノート

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