Aniline → 4-Tert-Butylaniline

HRID 2198793Notes

Reaction equation

HRID 2198793 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([NH:11]C(=O)OCC)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].NC1C=CC=CC=1>C(O)C>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([NH2:11])=[CH:9][CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 6115AnilineHCID 20519065HCID 20519065, compound

Product 1

HCID 698614-Tert-ButylanilineYield 80%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
180 °C

Procedure

A mixture of 110 parts of ethyl N-(4-tert.-butyl-phenyl)-carbamate, 370 parts of aniline and 700 parts of ethanol is heated to 180° C. in an autoclave and kept at this temperature for 6 hours. The mixture is then subjected to fractional distillation under reduced pressure. 60 parts (80% of theory) of 4-tert.-butylaniline, of boiling point 93°-94° C./4 mbar, are obtained.

Workup

  1. distillationThe mixture is then subjected to fractional distillation under reduced pressure

Sources & evidence

ORD record
ord-58054f35bf6a447c935423ac3d7a9cfa
Source dataset
uspto-grants-1982_11
Patent number
US04359584

Reaction notes

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