Methyl iodide → 3-Hexyl-1-methyl-1H-indole

HRID 2406635Notes

Reaction equation

HRID 2406635 reaction equation
[CH2:1]([C:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[NH:9][CH:8]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[OH-].[K+].I[CH3:19].[Cl-].[NH4+]>CS(C)=O.C(OCC)(=O)C>[CH2:1]([C:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[N:9]([CH3:19])[CH:8]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

7

Reactant 4

HCID 6328Methyl iodideHCID 14797Potassium HydroxideHCID 25517Ammonium ChlorideHCID 157235753-Hexyl-1H-indole

Product 1

HCID 687471243-Hexyl-1-methyl-1H-indole

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 3-hexyl-1H-Indole in DMSO was added KOH at RT and was stirred for 30 minutes. Iodomethane was added to the above mixture and stirred for 3 hours. The reaction was treated with saturated ammonium chloride and ethyl acetate. The product was purified by column chromatography.

Workup

  1. stirringstirred for 3 hours
  2. customThe product was purified by column chromatography

Sources & evidence

ORD record
ord-4ceb6b3a387143feae35d74a93679eab
Source dataset
uspto-grants-2014_08
Patent number
US08809382B2

Reaction notes

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