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

HRID 17729

反応式

HRID 17729 の反応式
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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-1bf6e80c0a96446baa085c6ab281ef86
出典データセット
uspto-grants-2010_06
特許番号
US07737285B2

関連ノート

読み込み中…