4'-Amino-3,5-di-t-butyl-4-hydroxybiphenyl → 4-(4'-Butyramidophenyl)-2,6-di(t-butyl)phenol

HRID 224460Notes

Reaction equation

HRID 224460 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[C:12]([C:14]([CH3:17])([CH3:16])[CH3:15])[C:11]([OH:18])=[C:10]([C:19]([CH3:22])([CH3:21])[CH3:20])[CH:9]=2)=[CH:4][CH:3]=1>ClCCl>[C:11]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[C:12]([C:14]([CH3:15])([CH3:16])[CH3:17])[C:11]([OH:18])=[C:10]([C:19]([CH3:22])([CH3:21])[CH3:20])[CH:9]=2)=[CH:4][CH:3]=1)(=[O:18])[CH2:10][CH2:9][CH3:8]

Participants

3

Reactant 1

HCID 155988104'-Amino-3,5-di-t-butyl-4-hydroxybiphenyl

Product 1

HCID 233332094-(4'-Butyramidophenyl)-2,6-di(t-butyl)phenol

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of 15 g. (0.0504 mole) of 4-(4'-aminophenyl)-2,6-di(t-butyl)phenol in 75 ml. of dichloromethane is added dropwise 5.37 g. (0.0504 mole) of n-butyroyl chloride. The reaction is immediate. The solvent is removed by evaporation, and the solid residue is recrystallized, first from aqueous ethanol, then from heptane to provide 4-(4'-butyramidophenyl)-2,6-di(t-butyl)phenol, m.p. 180°-181° C.

Workup

  1. customThe solvent is removed by evaporation
  2. customthe solid residue is recrystallized, first from aqueous ethanol

Sources & evidence

ORD record
ord-5c4314f1e3d64e738e21520d704ee008
Source dataset
uspto-grants-1980_11
Patent number
US04232043

Reaction notes

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