2-Nitropropane → 2,6-Di-t-butyl-4-(2-methyl-2-nitropropyl)phenol

HRID 1729754Notes

Reaction equation

HRID 1729754 reaction equation
[Cl-].[C:2]([C:6]1[CH:7]=[C:8]([CH:16]=[C:17]([C:20]([CH3:23])([CH3:22])[CH3:21])[C:18]=1[OH:19])[CH2:9][N+]1C=CC=CC=1)([CH3:5])([CH3:4])[CH3:3].[N+:24]([CH:27]([CH3:29])[CH3:28])([O-:26])=[O:25]>>[CH3:28][C:27]([CH3:29])([N+:24]([O-:26])=[O:25])[CH2:9][C:8]1[CH:7]=[C:6]([C:2]([CH3:4])([CH3:5])[CH3:3])[C:18]([OH:19])=[C:17]([C:20]([CH3:21])([CH3:22])[CH3:23])[CH:16]=1

Participants

3

Reactant 2

HCID 3982-NitropropaneHCID 104969033,5-Di-t-butyl-4-hydroxy-benzylpyridinium chloride

Product 1

HCID 203223902,6-Di-t-butyl-4-(2-methyl-2-nitropropyl)phenol

Procedure

3,5-Di-tert alkyl-4-hydroxybenzylpyridinium salts are reacted under basic conditions with compounds containing active methylene groups to form phenolic antioxidants. For example, 3,5-di-tert.butyl-4-hydroxybenzylpyridinium chloride is reacted with 2-nitropropane to produce 1,1-dimethyl-2-(3,5-di tert.butyl-4-hydroxyphenyl)-1-nitroethane.

Workup

  1. additioncontaining active methylene groups
  2. customto form phenolic antioxidants

Sources & evidence

ORD record
ord-16712261ee2a418dac647107354ed678
Source dataset
uspto-grants-1976_11
Patent number
US03989738

Reaction notes

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