1-Bromopropane → 5-Nitro-1-propylindoline

HRID 352335

反応式

HRID 352335 の反応式
[H-].[Na+].[N+:3]([C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[NH:11][CH2:10][CH2:9]2)([O-:5])=[O:4].Br[CH2:16][CH2:17][CH3:18]>CN(C=O)C.O.CCOC(C)=O>[N+:3]([C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[N:11]([CH2:16][CH2:17][CH3:18])[CH2:10][CH2:9]2)([O-:5])=[O:4]

参加物

7

反応物 3

HCID 78401-BromopropaneHCID 24758Sodium hydrideHCID 362195-Nitroindoline

生成物 1

HCID 98342765-Nitro-1-propylindoline

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

0.51 g (12.79 mmoles) of 60% NaH is added, at 20° C., by portions, to a solution of 2 g (12.18 mmoles) of 5-nitroindoline in 16 ml of anhydrous DMF. After stirring for a further 30 minutes, 2.32 ml (25.58 mmoles) of 1-bromopropane is added dropwise. Stirring is maintained overnight and the reaction mixture is finally diluted with 50 ml of water and 50 ml of AcOEt. After stirring and decanting, the organic phase is successively washed with 25 ml of water and 25 ml of salt water, dried over Na2SO4, filtered and concentrated to dryness under vacuum. The evaporation residue is then purified on a silica column (eluent: Heptane/AcOEt: 9/1). Orange oil.

後処理

  1. stirringStirring
  2. temperatureis maintained overnight
  3. stirringAfter stirring
  4. customdecanting
  5. washthe organic phase is successively washed with 25 ml of water and 25 ml of salt water
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated to dryness under vacuum
  9. customThe evaporation residue is then purified on a silica column (eluent: Heptane/AcOEt: 9/1)

出典と根拠

ORDレコード
ord-796e6a3fb63845a989e31572ba112b64
出典データセット
uspto-grants-2004_06
特許番号
US06747024B1

関連ノート

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