4-Aminophenol → 4-Ethoxyaniline

HRID 1703507Notes

Reaction equation

HRID 1703507 reaction equation
[CH2:1](Cl)[CH3:2].[OH-].[Na+].[OH:6][C:7]1[CH:13]=[CH:12][C:10]([NH2:11])=[CH:9][CH:8]=1>CS(C)=O>[CH2:1]([O:6][C:7]1[CH:13]=[CH:12][C:10]([NH2:11])=[CH:9][CH:8]=1)[CH3:2]

Participants

5

Reactant 3

HCID 4034-AminophenolHCID 6337ChloroethaneHCID 14798Sodium Hydroxide

Product 1

HCID 90764-EthoxyanilineYield 90.1%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

In accordance with the process of Example 1, 150 ml of dimethyl sulfoxide, 19.4 g (0.3 mole) of ethyl chloride, 8.8 g (0.22 mole) of sodium hydroxide and 21.8 g (0.22 mole) of p-hydroxyaniline were charged in the autoclave and the reaction was carried out at 80° C. for 5 hours with stirring to obtain 24.7 g of p-ethoxyaniline having a boiling point of 123.5° to 124.5° C./10 mmHg. (yield: 90.1%).

Sources & evidence

ORD record
ord-f42f1bab21434ff4805dfe8433d12442
Source dataset
uspto-grants-1978_11
Patent number
US04124640

Reaction notes

Loading…