4-Aminophenol → HCID 21293788, compound

HRID 622120Notes

Reaction equation

HRID 622120 reaction equation
[CH3:1][C:2]1([CH3:9])[CH2:7][C:6](=[O:8])[O:5][C:3]1=O.[CH:10]1[C:15]([NH2:16])=[CH:14][CH:13]=[C:12]([OH:17])[CH:11]=1>CN(C)C=O>[OH:17][C:12]1[CH:13]=[CH:14][C:15]([N:16]2[C:6](=[O:8])[CH2:7][C:2]([CH3:1])([CH3:9])[C:3]2=[O:5])=[CH:10][CH:11]=1

Participants

4

Reactant 2

HCID 4034-AminophenolHCID 870672,2-Dimethylsuccinic anhydride

Product 1

HCID 21293788HCID 21293788, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

A solution of 2,2-dimethylsuccinic anhydride (128 g, 1 mol) in dimethylformamide (150 ml) was added slowly for a time of 1 h at a temperature of 25° C. to a stirred solution of p-aminophenol (109 g, 1 mol) in dimethylformamide (150 ml) present in a reactor. By continuing the procedure as described in Example 1, N-(4-hydroxyphenyl)-2,2-dimethylsuccinimide was obtained in a yield of 70% and with a purity of more than 95%.

Sources & evidence

ORD record
ord-d0226048dfe14902afeb1e35bb7892a1
Source dataset
uspto-grants-1988_09
Patent number
US04769402

Reaction notes

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