Benzyl Bromide → benzyl 5-bromo-1H-indole-2-carboxylate

HRID 1625998

反応式

HRID 1625998 の反応式
[CH2:1](Br)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N12CCCN=C1CCCCC2.[Br:20][C:21]1[CH:22]=[C:23]2[C:27](=[CH:28][CH:29]=1)[NH:26][C:25]([C:30]([OH:32])=[O:31])=[CH:24]2>C(#N)C>[Br:20][C:21]1[CH:22]=[C:23]2[C:27](=[CH:28][CH:29]=1)[NH:26][C:25]([C:30]([O:32][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:31])=[CH:24]2

参加物

5

反応物 3

HCID 7498Benzyl BromideHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 2521375-Bromo-1H-indole-2-carboxylic acid

生成物 1

HCID 67077949benzyl 5-bromo-1H-indole-2-carboxylate

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

Benzyl bromide (160 μl) and 1,8-diazabicyclo[5.4.0]undec-7-ene (201 μl) were added to a solution of 5-bromo-1H-indole-2-carboxylic acid (161 mg) in acetonitrile (3.5 ml) at room temperature, followed by stirring for 22.5 hours. The reaction solution was concentrated and separated by adding ethyl acetate and distilled water. The resulting organic layer was washed with brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The resulting residue was solidified from dichloromethane-hexane, collected by filtration and washed with hexane. This was dried under reduced pressure to give the title compound (189 mg).

後処理

  1. concentrationThe reaction solution was concentrated
  2. customseparated
  3. additionby adding ethyl acetate
  4. distillationdistilled water
  5. washThe resulting organic layer was washed with brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. customThe solvent was evaporated under reduced pressure
  8. filtrationcollected by filtration
  9. washwashed with hexane
  10. customThis was dried under reduced pressure

出典と根拠

ORDレコード
ord-0681cde35a654fa7be887a086c549c18
出典データセット
uspto-grants-2014_07
特許番号
US08785438B2

関連ノート

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