Aniline → Benzenamine, 4-(1,1-dimethylpropyl)-

HRID 2198794Notes

Reaction equation

HRID 2198794 reaction equation
[C:1]([C:6]1[CH:11]=[CH:10][C:9]([NH:12]C(=O)OC)=[CH:8][CH:7]=1)([CH2:4][CH3:5])([CH3:3])[CH3:2].NC1C=CC=CC=1.C[O-].[Na+]>CO>[C:1]([C:6]1[CH:7]=[CH:8][C:9]([NH2:12])=[CH:10][CH:11]=1)([CH2:4][CH3:5])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 6115AnilineHCID 10942334Sodium MethoxideHCID 20519070HCID 20519070, compound

Product 1

HCID 221031Benzenamine, 4-(1,1-dimethylpropyl)-Yield 83%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
200 °C

Procedure

A mixture of 110 parts of methyl N-(4-tert.-pentyl-phenyl)-carbamate, 400 parts of aniline, 400 parts of methanol and 0.2 part of sodium methylate is heated to 200° C. in an autoclave and kept at this temperature for 4 hours. The mixture is then subjected to fractional distillation under reduced pressure. 67 parts (83% of theory) of 4-tert.-pentylaniline, of boiling point 140°-142° C./16 mbar, are obtained.

Workup

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

Sources & evidence

ORD record
ord-1318167ba8ca4ffcb104afa646fcb82b
Source dataset
uspto-grants-1982_11
Patent number
US04359584

Reaction notes

Loading…