Pyridine N-Oxide → N-benzyloxypyridinium p-toluenesulfonate

HRID 1658697Notes

Reaction equation

HRID 1658697 reaction equation
[N+:1]1([O-])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:8]1([CH3:25])[CH:13]=[CH:12][C:11]([S:14]([O:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)(=[O:16])=[O:15])=[CH:10][CH:9]=1>>[C:8]1([CH3:25])[CH:9]=[CH:10][C:11]([S:14]([O-:17])(=[O:15])=[O:16])=[CH:12][CH:13]=1.[CH2:18]([O:17][N+:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Participants

3

Reactant 2

HCID 12753Pyridine N-OxideHCID 160558Benzyl tosylate

Product 1

HCID 21525315N-benzyloxypyridinium p-toluenesulfonate

Procedure

N-Benzyloxypyridinium p-toluenesulfonate was prepared by mixing pyridine-N-oxide and an equimolar amount of benzyl p-toluenesulfonate and heating the mixture at 85°C for 4 hours. The crude product was recrystallized from a mixture of ethanol and ethyl acetate. By this procedure N-benzyloxypyridinium p-toluenesulfonate having a melting point of 107° to 109°C was obtained.

Workup

  1. customN-Benzyloxypyridinium p-toluenesulfonate was prepared
  2. customThe crude product was recrystallized from a mixture of ethanol and ethyl acetate

Sources & evidence

ORD record
ord-5e768328672e48dab5be9e0bbee854cf
Source dataset
uspto-grants-1976_06
Patent number
US03966720

Reaction notes

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