4-Hydroxybiphenyl → 4-(4-Nitrophenoxy)-1,1'-biphenyl

HRID 17729

반응식

HRID 17729 반응식
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.C([O-])([O-])=O.[K+].[K+].[OH:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[CH:20][CH:19]=1.CCOC(C)=O>CN(C=O)C>[C:21]1([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:20]=[CH:19][C:18]([O:17][C:2]2[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=2)=[CH:23][CH:22]=1

참가 물질

6

반응물 4

HCID 71034-HydroxybiphenylHCID 8857Ethyl AcetateHCID 9590p-FluoronitrobenzeneHCID 11430Potassium Carbonate

생성물 1

HCID 2408644-(4-Nitrophenoxy)-1,1'-biphenyl

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
80 °C

실험 절차

To a stirred solution of 1-fluoro-4-nitrobenzene (10 mmol) in DMF (20 mL) at room temperature, solid K2CO3 (30 mmol) was added followed by addition of 4-hydroxybiphenyl (10 mmol) to the reaction mixture and heating to 80° C. until the reaction was complete as indicated by TLC or HPLC. After cooling to room temperature to room temperature, the reaction mixture was poured into EtOAc (100 mL), washed with water (2×50 mL) and brine (50 mL), and dried over sodium sulfate. The solvent was removed in vacuo to afford the desired 4-(biphenyl-4-oxy)-1-nitrobenzene. The crude product was used for further transformation.

후처리

  1. temperatureAfter cooling to room temperature to room temperature
  2. washwashed with water (2×50 mL) and brine (50 mL)
  3. dry with materialdried over sodium sulfate
  4. customThe solvent was removed in vacuo

출처 및 근거

ORD 기록
ord-1bf6e80c0a96446baa085c6ab281ef86
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07737285B2

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