Ethanol → N-Ethylaniline

HRID 1833987Notes

Reaction equation

HRID 1833987 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:8](O)[CH3:9].P(OC1C=CC=CC=1)(OC1C=CC=CC=1)OC1C=CC=CC=1>O>[CH2:8]([NH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[CH3:9]

Participants

5

Reactant 3

HCID 702EthanolHCID 6115AnilineHCID 7540Triphenyl phosphite

Product 1

HCID 7670N-EthylanilineYield 83%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

200 parts of aniline, 50 parts of ethyl alcohol and 10 parts of triphenyl phosphite are heated for 10 hours at 250° C in a stirred autoclave. The autoclave is then let down and the water of reaction formed, excess aniline and unconverted alcohol are distilled off under reduced pressure. 110 parts of N-ethylaniline, corresponding to a yield of 83% of theory, distil at a boiling point of 205° C/760 mm Hg.

Workup

  1. customformed
  2. distillationexcess aniline and unconverted alcohol are distilled off under reduced pressure
  3. custom110 parts of N-ethylaniline, corresponding to a yield of 83% of theory, distil at a boiling point of 205° C/760 mm Hg

Sources & evidence

ORD record
ord-cfb51f3850554a84ae1754012332bf5b
Source dataset
uspto-grants-1978_01
Patent number
US04067903

Reaction notes

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