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

HRID 370068

반응식

HRID 370068 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 23978Copper촉매HCID 6228Dimethylformamide용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f5d29276d5d444eba5187f32acb58de5
출처 데이터셋
uspto-grants-2000_10
특허 번호
US06140385

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