2,6-Diethylaniline → 7-Ethylindole

HRID 256478Notes

Reaction equation

HRID 256478 reaction equation
[CH2:1]([C:3]1[CH:9]=[CH:8][CH:7]=[C:6]([CH2:10][CH3:11])[C:4]=1[NH2:5])[CH3:2]>O>[CH2:1]([C:3]1[CH:9]=[CH:8][CH:7]=[C:6]2[C:4]=1[NH:5][CH:11]=[CH:10]2)[CH3:2]

Participants

3

Reactant 1

HCID 113692,6-Diethylaniline

Product 1

HCID 27247117-EthylindoleYield 41%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
610 °C

Procedure

The reactor filed with Cu-chromite/BaO catalyst was heated to 610° C. Into the reactor was fed 68.4 g of 2.6-diethylaniline and 41.4 g of water per hour. The organic reaction product after 5 hours of such reaction conditions was collected and subjected to partial hydrogenation as described in Example 1. After filtering of the hydrogenation catalyst, 332.4 g of organic liquid containing 45.8 g percent of 2.6-diethylaniline and 41.0 percent of 7-ethyl indole was obtained.

Workup

  1. customThe organic reaction product after 5 hours of such reaction conditions
  2. customwas collected
  3. filtrationAfter filtering of the hydrogenation catalyst, 332.4 g of organic liquid
  4. additioncontaining 45.8 g percent of 2.6-diethylaniline

Sources & evidence

ORD record
ord-5f61a3c7d5a542b78f62338db1c14ba5
Source dataset
uspto-grants-1987_10
Patent number
US04703126

Reaction notes

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