1-Bromo-3-chloropropane → 1-[3-(3-Chloropropoxy)phenyl]ethanone

HRID 8357

反応式

HRID 8357 の反応式
[OH:1][C:2]1[CH:3]=[C:4]([C:8](=[O:10])[CH3:9])[CH:5]=[CH:6][CH:7]=1.Br[CH2:12][CH2:13][CH2:14][Cl:15].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Cl:15][CH2:14][CH2:13][CH2:12][O:1][C:2]1[CH:3]=[C:4]([C:8](=[O:10])[CH3:9])[CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 80061-Bromo-3-chloropropaneHCID 84873-HydroxyacetophenoneHCID 11430Potassium Carbonate

生成物 1

HCID 143487521-[3-(3-Chloropropoxy)phenyl]ethanone

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

A mixture of 3′-hydroxyacetophenone (5 g) and 1-bromo-3-chloropropane (5.0 mL) in acetone (40 mL) was treated with potassium carbonate (8.1 g). The mixture was stirred at reflux temperature for 17 hours. The reaction was cooled to ambient temperature and filtered. The filtrate was concentrated in vacuo. The residue was partitioned between dichloromethane (50 mL) and H2O (50 mL). The aqueous phase was washed with two fresh portions of dichloromethane. The combined organic phases were washed with brine, dried over magnesium sulfate, filtered and evaporated to yield the title compound (8.6 g) which was used without further purification.

後処理

  1. temperatureat reflux temperature for 17 hours
  2. filtrationfiltered
  3. concentrationThe filtrate was concentrated in vacuo
  4. customThe residue was partitioned between dichloromethane (50 mL) and H2O (50 mL)
  5. washThe aqueous phase was washed with two fresh portions of dichloromethane
  6. washThe combined organic phases were washed with brine
  7. dry with materialdried over magnesium sulfate
  8. filtrationfiltered
  9. customevaporated

出典と根拠

ORDレコード
ord-89b3812d310740d09bd5715b636640df
出典データセット
uspto-grants-2006_08
特許番号
US07087757B2

関連ノート

読み込み中…