Ethanol → 4-Methyl-1H-indol-6-amine

HRID 1290566Notes

Reaction equation

HRID 1290566 reaction equation
[CH3:1][C:2]1[CH:10]=[C:9]([N+:11]([O-])=O)[CH:8]=[C:7]2[C:3]=1[CH:4]=[CH:5][NH:6]2.C(O)C.C1CCCCC=1>[Pd].O>[CH3:1][C:2]1[CH:10]=[C:9]([NH2:11])[CH:8]=[C:7]2[C:3]=1[CH:4]=[CH:5][NH:6]2

Participants

6

Reactant 3

HCID 702EthanolHCID 8079CyclohexeneHCID 21218286HCID 21218286, compound

Product 1

HCID 212182914-Methyl-1H-indol-6-amine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 962WaterSolvent

Procedure

4.3 g of nitro derivative prepared in stage 3, 20 ml of ethanol, 9 ml of cyclohexene, 3 ml of water and 2.2 g of 10% palladium on carbon are mixed and are then heated to reflux for 2 hours.

Workup

  1. temperatureare then heated
  2. temperatureto reflux for 2 hours

Sources & evidence

ORD record
ord-2afce4d2d2b44f8f8899c929094f45c6
Source dataset
uspto-grants-1998_05
Patent number
US05752982

Reaction notes

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