Sodium Iodide → HCID 18462127, compound

HRID 2303963Notes

Reaction equation

HRID 2303963 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]Cl)[CH:7]=[C:6]2[CH:18]=[O:19].[I-:20].[Na+]>C(#N)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][I:20])[CH:7]=[C:6]2[CH:18]=[O:19]

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 18462070HCID 18462070, compound

Product 1

HCID 18462127HCID 18462127, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A stirred solution of 5-methoxy-1-(5-chloropentyl)indole-3-carboxaldehyde and sodium iodide in acetonitrile under argon is heated under reflux for 18 h, cooled to room temperature and partitioned between ether and water. The combined organic extracts are washed (aqueous sodium metabisulfite solution, water, brine), dried (sodium sulfate) and concentrated in vacuo to give the product.

Workup

  1. temperatureunder reflux for 18 h
  2. custompartitioned between ether and water
  3. washThe combined organic extracts are washed (aqueous sodium metabisulfite solution, water, brine)
  4. dry with materialdried (sodium sulfate)
  5. concentrationconcentrated in vacuo
  6. customto give the product

Sources & evidence

ORD record
ord-d2fd3d6427dc45fe8a9c182ac3d46b31
Source dataset
uspto-grants-2002_08
Patent number
US06433175B1

Reaction notes

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