Pyridine → 3,5-Di-t-butyl-4-hydroxy-benzylpyridinium chloride

HRID 1729755Notes

Reaction equation

HRID 1729755 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([CH:10]=[C:11]([C:14]([CH3:17])([CH3:16])[CH3:15])[C:12]=1[OH:13])[CH2:8][Cl:9])([CH3:4])([CH3:3])[CH3:2].[N:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>CC(C)=O>[Cl-:9].[C:1]([C:5]1[CH:6]=[C:7]([CH:10]=[C:11]([C:14]([CH3:17])([CH3:16])[CH3:15])[C:12]=1[OH:13])[CH2:8][N+:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 1049PyridineHCID 123786012,6-Di-tert-butyl-4-(chloromethyl)phenol

Product 1

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

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

1271/2 Grams of 3,5-di-tert.butyl-4-hydroxybenzyl chloride was added dropwise, in 40 minutes, to a solution of 44.0 grams of pyridine in 500 milliliters of acetone. The mixture was stirred briefly and was then filtered, yielding 159 grams of 3,5-di-tert.butyl-4-hydroxybenzyl-pyridinium chloride, with a melting point of 239°-240° C. (with decomposition). This represents 95 percent of theory.

Workup

  1. filtrationwas then filtered

Sources & evidence

ORD record
ord-c5cc984e108a46e3a77c7c75e1063d16
Source dataset
uspto-grants-1976_11
Patent number
US03989738

Reaction notes

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