Water → Aniline

HRID 925093Notes

Reaction equation

HRID 925093 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)([O-:3])=[O:2].O>C1C=CC=CC=1>[NH2:1][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

5

Reactant 2

HCID 962WaterHCID 7416Nitrobenzene

Product 2

HCID 6115AnilineHCID 7416Nitrobenzene

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

The washed nitrobenzene is finally freed from dissolved water, unreacted benzene and any organic impurities by a further work-up. This work-up preferably takes place by distillation, the vapours of water and benzene and any organic impurities being expelled overhead. The vapours are cooled and transported into a separating vessel. Water settles out in the bottom phase and is separated off. Benzene and low boilers are found in the top phase, which are supplied back to the reaction as recycled benzene (d.2). A rectifying column is preferably used as the distillation apparatus. The bottom product of the distillation, optionally after a further distillation in which nitrobenzene is obtained as distillate (i.e. as head or sidestream product), is supplied to further applications (such as hydrogenation to form aniline) as pure nitrobenzene (d.1). (Step d(iv).)

Workup

  1. distillationThis work-up preferably takes place by distillation
  2. temperatureThe vapours are cooled
  3. customtransported into a separating vessel
  4. customis separated off
  5. customare supplied back to the reaction as recycled benzene (d.2)
  6. distillationThe bottom product of the distillation
  7. distillationoptionally after a further distillation in which nitrobenzene
  8. customis obtained as distillate (i.e. as head or sidestream product)

Sources & evidence

ORD record
ord-ebd4f3460cb249859aad0a7d7c1c30bc
Source dataset
uspto-grants-2016_03
Patent number
US09284256B2

Reaction notes

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