Sodium Carbonate → 5-Bromoindoline

HRID 401294

反応式

HRID 401294 の反応式
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7](C(=O)C)[CH2:6][CH2:5]2.C([O-])([O-])=O.[Na+].[Na+]>Cl>[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH2:6][CH2:5]2

参加物

4

反応物 2

HCID 10340Sodium CarbonateHCID 7218471-(5-bromo-2,3-dihydro-1H-indol-1-yl)ethan-1-one

生成物 1

HCID 34115665-Bromoindoline収率 55%

試薬・触媒・溶媒 1

HCID 313Hydrochloric Acid溶媒

実験手順

A mixture of crude 1-(5-bromo-2,3-dihydro-indol-1-yl)-ethanone (100 g, 0.34 mol) in HCl (20%, 1200 mL) was heated at reflux for 6 h. The mixture was basified with Na2CO3 to pH 8.5-10 and then extracted with ethyl acetate. The combined organic layers were washed with brine, dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel to give 5-bromo-2,3-dihydro-1H-indole (37 g, 55%).

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 6 h
  3. extractionextracted with ethyl acetate
  4. washThe combined organic layers were washed with brine
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by column chromatography on silica gel

出典と根拠

ORDレコード
ord-1e425539448348c0ac7940bee714cc81
出典データセット
uspto-grants-2014_06
特許番号
US08741925B2

関連ノート

読み込み中…