4-Fluorophenol → 3-(4-Fluorophenoxy)aniline

HRID 29881

반응식

HRID 29881 반응식
F[C:2]1[CH:3]=[C:4]([N+:8]([O-])=O)[CH:5]=[CH:6][CH:7]=1.[F:11][C:12]1[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][CH:13]=1.C([O-])([O-])=O.[K+].[K+]>CNC>[F:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][C:2]2[CH:3]=[C:4]([NH2:8])[CH:5]=[CH:6][CH:7]=2)=[CH:14][CH:13]=1

참가 물질

5

반응물 3

HCID 97324-FluorophenolHCID 98231-Fluoro-3-nitrobenzeneHCID 11430Potassium Carbonate

생성물 1

HCID 235060153-(4-Fluorophenoxy)aniline수율 91.2%

시약·촉매·용매 1

HCID 674Dimethylamine용매

실험 절차

Alternatively, 3-(4-fluoro-phenoxy)-phenylamine was prepared by a two-step procedure by heating a suspension of m-fluoronitrobenzene (4.06 g, 28.7 mmol), p-fluorophenol (3.21 g, 28.6 mmol) and K2CO3 (8.13 g, 58.8 mmol) in DMA (dimethylamine) (60 mL) at 150° C. for 3 hours. The brown reaction mixture was concentrated to one-quarter original volume, diluted with ethyl acetate (220 mL) and washed successively with water (220 mL), 1N NaOH (220 mL) and brine (220 mL). The organic layer was dried (MgSO4) and the solvent removed in vacuo to afford the diphenylether (5.30 g, 80%) as a brown oil.

후처리

  1. customAlternatively, 3-(4-fluoro-phenoxy)-phenylamine was prepared by a two-step procedure
  2. temperatureby heating
  3. concentrationThe brown reaction mixture was concentrated to one-quarter original volume
  4. additiondiluted with ethyl acetate (220 mL)
  5. washwashed successively with water (220 mL), 1N NaOH (220 mL) and brine (220 mL)
  6. dry with materialThe organic layer was dried (MgSO4)
  7. customthe solvent removed in vacuo

출처 및 근거

ORD 기록
ord-2b2c63fa300748dea9d913c55c851a3d
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07423043B2

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