Methyl p-toluenesulfonate → HCID 21903207, compound

HRID 439690Notes

Reaction equation

HRID 439690 reaction equation
C(C1C=C(C=C(C(C)(C)C)C=1O)C(OCC[CH2:13][N:14]([CH3:16])[CH3:15])=O)(C)(C)C.[C:25]1([CH3:36])[CH:30]=[CH:29][C:28]([S:31]([O:34]C)(=[O:33])=[O:32])=[CH:27][CH:26]=1>C(#N)C>[S:31]([C:28]1[CH:29]=[CH:30][C:25]([CH3:36])=[CH:26][CH:27]=1)([O-:34])(=[O:33])=[O:32].[CH3:13][NH+:14]([CH3:16])[CH3:15]

Participants

4

Reactant 2

HCID 6645Methyl p-toluenesulfonateHCID 22407754HCID 22407754, compound

Product 1

HCID 21903207HCID 21903207, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 16.78 g (50 mmol) of 3-dimethylaminopropyl 3,5-di-tert-butyl-4-hydroxybenzoate, prepared as described in Example 4, 9.31 g (50 mmol) of methyl p-toluenesulfonate and 125 ml of acetonitrile was heated at reflux for 1 hour and 15 minutes and cooled. The collected solid was recrystallized from 140 ml of acetonitrile to give 19.48 g (74.7% of theory) of N-[3-(3,5-di-tert-butyl-4-hydroxybenzoyloxy)propyl)]trimethyl ammonium tosylate.

Workup

  1. customprepared
  2. temperaturewas heated
  3. temperatureat reflux for 1 hour and 15 minutes
  4. temperaturecooled
  5. customThe collected solid was recrystallized from 140 ml of acetonitrile

Sources & evidence

ORD record
ord-253b956cfd33494e9f8a431833570767
Source dataset
uspto-grants-1996_05
Patent number
US05516616

Reaction notes

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