Carbon Dioxide → 7-Ethylindole

HRID 256477Notes

Reaction equation

HRID 256477 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].[H][H].C.CC.C=C.[C]=O.C(=O)=O>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

9

Reactant 7

HCID 280Carbon DioxideHCID 297MethaneHCID 6324EthaneHCID 6325EthyleneHCID 113692,6-DiethylanilineHCID 178418361HCID 178418361, compoundHCID 178418416HCID 178418416, compound

Product 1

HCID 27247117-Ethylindole

Reagents, catalysts & solvents 1

HCID 962WaterSolvent3×

Conditions

Temperature
660 °C

Procedure

The reactor for the dehydrocyclization contained 0.5 liter of Cu-chromite/BaO catalyst in table form (4×4 mm). The reactor was heated to 660° C. and was fed 68 g of 2,6-diethylaniline and 81 g of water per hour. After cooling, a mixture of a heavily organic phase and of a lighter water phase, as well as a waste (discharge) gas, was obtained in the recipient vessel. The waste gas had the following typical composition (vol. percent): 80.0 percent of hydrogen; 2.9 percent of methane; 2.0 percent of ethane; 0.4 percent of ethylene; 2.0 percent of carbon monoxide; and 10.7 percent of carbon dioxide. Obtained per hour were 38 l of waste gas, 59 g of organic raw product and 76 g of water which can be used again. The organic raw product had the following composition:

Workup

  1. temperatureAfter cooling
  2. additiona mixture of a heavily organic phase
  3. customObtained per hour

Sources & evidence

ORD record
ord-6c4411e1892b4f8188cd1ada033a70ad
Source dataset
uspto-grants-1987_10
Patent number
US04703126

Reaction notes

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