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

HRID 873494

반응식

HRID 873494 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

반응 조건

온도
80 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-7ff8e089745a4b96ba87d50a6b81581d
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08975409B2

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