Sodium Perchlorate → 6-Butylbenzo[b]quinolizinium perchlorate

HRID 1780922Notes

Reaction equation

HRID 1780922 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]([C:9]1[C:14]([CH2:15]O)=[CH:13][CH:12]=[CH:11][C:10]=1CO)O.[Cl:19]([O-:23])(=[O:22])(=[O:21])=[O:20].[Na+]>O=P(Cl)(Cl)Cl>[Cl:19]([O-:23])(=[O:22])(=[O:21])=[O:20].[CH2:7]([C:15]1[N+:1]2[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=2[CH:7]=[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:14]=12)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 522606Sodium PerchlorateHCID 117766291-(2-Pyridyl)-1-[2,6-di(hydroxymethyl)-phenyl]methanol

Product 1

HCID 190474766-Butylbenzo[b]quinolizinium perchlorate

Reagents, catalysts & solvents 1

HCID 24813Phosphorus oxychlorideSolvent

Procedure

A mixture of 0.6 g (2.5 mmol) of 1-(2-pyridyl)-1-[2,6-di(hydroxymethyl)-phenyl]methanol and 10 ml of POCl3 was refluxed with 30 stirring for 4 hours. The mixture was cooled, poured onto ice, stirred and treated with a 20% sodium perchlorate solution. The resulting mixture was filtered, the resulting solid was washed with water, and dried to afford 0.58 g of 10-chloromethyl-benzo[b]quinolizinium perchlorate (Formula II: R1 =R2 =H; R7 =10-CH2Cl; X- =ClO4-).

Workup

  1. temperaturewas refluxed with 30 stirring for 4 hours
  2. temperatureThe mixture was cooled
  3. additionpoured onto ice
  4. filtrationThe resulting mixture was filtered
  5. washthe resulting solid was washed with water
  6. customdried

Sources & evidence

ORD record
ord-e24046e8b4f849598eae1352c2006e5b
Source dataset
uspto-grants-1997_05
Patent number
US05631264

Reaction notes

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