4-Isopropylphenol → Bis{4-[4-(propan-2-yl)phenoxy]phenyl}methanone

HRID 370068

反応式

HRID 370068 の反応式
[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1)([CH3:3])[CH3:2].[H-].[Na+].Br[C:14]1[CH:28]=[CH:27][C:17]([C:18]([C:20]2[CH:25]=[CH:24][C:23](Br)=[CH:22][CH:21]=2)=[O:19])=[CH:16][CH:15]=1>CN(C)C=O.[Cu]>[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([O:10][C:14]2[CH:28]=[CH:27][C:17]([C:18]([C:20]3[CH:25]=[CH:24][C:23]([O:10][C:7]4[CH:8]=[CH:9][C:4]([CH:1]([CH3:3])[CH3:2])=[CH:5][CH:6]=4)=[CH:22][CH:21]=3)=[O:19])=[CH:16][CH:15]=2)=[CH:6][CH:5]=1)([CH3:3])[CH3:2]

参加物

6

反応物 3

HCID 74654-IsopropylphenolHCID 24758Sodium hydrideHCID 728684,4'-Dibromobenzophenone

生成物 1

HCID 22023780Bis{4-[4-(propan-2-yl)phenoxy]phenyl}methanone

試薬・触媒・溶媒 2

HCID 23978Copper触媒HCID 6228Dimethylformamide溶媒2 回

実験手順

To a solution of 4-isopropylphenol (20.4 g.) in 30 ml of dimethylformamide was added slowly a slurry of sodium hydride, 60% in mineral oil (6.0 g.) in 150 ml of dimethylformamide. When the reaction was complete, 8.5 g. of 4,4'-dibromobenzophenone and 1.0 g. dendritic copper powder were added and the reaction mixture heated to reflux and held at reflux for 24 hours. The solvent was removed under vacuum and the residue poured into ice-water. The crude product was recrystallized from ethanol to give the desired compound, mp 104-105° C. Structure was confirmed by IR, NMR, C-13 NMR and MS.

後処理

  1. temperaturethe reaction mixture heated
  2. temperatureto reflux
  3. temperatureat reflux for 24 hours
  4. customThe solvent was removed under vacuum
  5. additionthe residue poured into ice-water
  6. customThe crude product was recrystallized from ethanol

出典と根拠

ORDレコード
ord-f5d29276d5d444eba5187f32acb58de5
出典データセット
uspto-grants-2000_10
特許番号
US06140385

関連ノート

読み込み中…