Sodium hydride → HCID 16754914, compound

HRID 1735721Notes

Reaction equation

HRID 1735721 reaction equation
[N:1]1([C:6]2[CH:7]=[C:8]3[C:12](=[CH:13][CH:14]=2)[NH:11][CH2:10][CH2:9]3)[CH:5]=[CH:4][N:3]=[CH:2]1.[H-].[Na+]>CN(C=O)C>[N:1]1([C:6]2[CH:7]=[C:8]3[C:12](=[CH:13][CH:14]=2)[NH:11][CH:10]=[CH:9]3)[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

4

Reactant 2

HCID 24758Sodium hydrideHCID 19434323HCID 19434323, compound

Product 1

HCID 16754914HCID 16754914, compoundYield 53.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

5-(1H-Imidazol-1-yl)indoline (3.0 g) was dissolved in DMF (30 ml), and sodium hydride (1.3 g) was added thereto. The mixture was stirred at room temperature for 24 hours. After extraction with ethyl acetate, the extract was washed with water and dried over anhydrous sodium sulfate. The solvent was distilled away, and the residue was purified by silica gel column chromatography (ethyl acetate) to give 1.6 g of the title compound 5-(1H-imidazol-1-yl)-1H-indole.

Workup

  1. extractionAfter extraction with ethyl acetate
  2. washthe extract was washed with water
  3. dry with materialdried over anhydrous sodium sulfate
  4. distillationThe solvent was distilled away
  5. customthe residue was purified by silica gel column chromatography (ethyl acetate)

Sources & evidence

ORD record
ord-7a0b309d804c49e294bad311ad0afd26
Source dataset
uspto-grants-1996_07
Patent number
US05538973

Reaction notes

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