Sodium Perchlorate → 6-Butylbenzo[b]quinolizinium perchlorate

HRID 742499Notes

Reaction equation

HRID 742499 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 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-chloromethylrbenzo[b]quinolizinium perchlorate (Formula II: R1 =R2 =H; R7 =10--CH2Cl; X- =ClO4-).

Workup

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

Sources & evidence

ORD record
ord-429027ca47fc4447926e26a45f658d29
Source dataset
uspto-grants-1996_09
Patent number
US05554620

Reaction notes

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