2-Nitrophenol → 1-(Benzhydryloxy)-2-nitrobenzene

HRID 132589

反応式

HRID 132589 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[OH:10])([O-:3])=[O:2].Br[CH:12]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[K].C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[CH:12]([O:10][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=1[N+:1]([O-:3])=[O:2])([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

参加物

6

反応物 4

HCID 69472-NitrophenolHCID 11430Potassium CarbonateHCID 236603BromodiphenylmethaneHCID 5462222Potassium

生成物 1

HCID 74341221-(Benzhydryloxy)-2-nitrobenzene収率 39.5%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

A mixture of o-nitrophenol (2.08 g, 15.0 mmol), 1-[bromo(phenyl)methyl]benzene (3.70 g, 15.0 mmol) and potassium carbonated (K2CO3) (4.14 g, 30.0 mmol) in acetone (60 mL) was kept at reflux temperature for 5 h. The reaction mixture was cooled to room temperature, concentrated in vacuo. The residue was partitioned between dichloromethane (CH2Cl2) and water (H2O), organic layer dried over sodium sulphate (Na2SO4), filtered, concentrated. The residue was purified by silica gel flash chromatography to give subtitled compound (1.81 g).

後処理

  1. temperatureat reflux temperature for 5 h
  2. concentrationconcentrated in vacuo
  3. customThe residue was partitioned between dichloromethane (CH2Cl2) and water (H2O), organic layer
  4. dry with materialdried over sodium sulphate (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe residue was purified by silica gel flash chromatography

出典と根拠

ORDレコード
ord-079031298525448db5b6e52e03b4a7e2
出典データセット
uspto-grants-2008_06
特許番号
US07388020B2

関連ノート

読み込み中…