5-Chloro-2-(5-methyl-hex-1-enyl)-1H-indole → 5-chloro-2-(5-methyl-hexyl)-1H-indole
Reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6]([CH:11]=[CH:12][CH2:13][CH2:14][CH:15]([CH3:17])[CH3:16])=[CH:5]2.[H][H]>C(O)C.[Pd]>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6]([CH2:11][CH2:12][CH2:13][CH2:14][CH:15]([CH3:17])[CH3:16])=[CH:5]2Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
5-Chloro-2-(5-methyl-hex-1-enyl)-1H-indole was dissolved in ethanol and 10% palladium on carbon was added to the solution. The reaction flask was sealed and exposed to hydrogen gas under pressure and was stirred for 5 hours. Then the reaction mixture was filtered through Celite. The solvent was evaporated to give 5-chloro-2-(5-methyl-hexyl)-1H-indole.
Workup
- customThe reaction flask was sealed
- filtrationThen the reaction mixture was filtered through Celite
- customThe solvent was evaporated
Sources & evidence
- ORD record
- ord-6be766e0044a4a62bf3dd8814c8d9cc0
- Source dataset
- uspto-grants-2014_08
- Patent number
- US08809382B2
Reaction notes
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