Phenol → Phenol, 4-[1-(4-aminophenyl)-1-methylethyl]-

HRID 1758588Notes

Reaction equation

HRID 1758588 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1(O)C=CC=CC=1.[C:15]([C:18]1[CH:23]=[CH:22][C:21]([OH:24])=[CH:20][CH:19]=1)([CH3:17])=[CH2:16]>Cl.NC1C=CC=CC=1>[OH:24][C:21]1[CH:22]=[CH:23][C:18]([C:15]([C:5]2[CH:6]=[CH:7][C:2]([NH2:1])=[CH:3][CH:4]=2)([CH3:17])[CH3:16])=[CH:19][CH:20]=1

Participants

5

Reactant 3

HCID 996PhenolHCID 6115Aniline2×HCID 584247p-Isopropenylphenol2×

Product 1

HCID 11148864Phenol, 4-[1-(4-aminophenyl)-1-methylethyl]-Yield 87%

Reagents, catalysts & solvents 1

HCID 8870Benzenamine hydrochloride (1:1)Catalyst

Procedure

Aniline (18.6 g) and 34.4 g of the same mixture of alkenylphenols and phenol as used in Example 7 were stirred at 150° C. (2 moles of aniline per mole of the p-isopropenyl phenol monomeric unit). Then, 0.0065 g of aniline hydrochloride (0.0005 mole of catalyst per mole of the p-isopropenyl phenol monomeric unit) was added as a catalyst, and the reaction was performed for 3 hours. After the reaction, the reaction mixture was analyzed by gas chromatography. It was found that 19.7 g (yield 87%) of 2-(4'-hydroxyphenyl)-2-(4'-aminophenyl)-propane and 0.24 g of bisphenol A were formed.

Workup

  1. customAfter the reaction

Sources & evidence

ORD record
ord-820a400036bd410ab09c1cd244b2e479
Source dataset
uspto-grants-1983_02
Patent number
US04374272

Reaction notes

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