Benzo(b)quinolizinium, bromide (1:1) → Benzo[b]quinolizinium hexafluorophosphate

HRID 2209429Notes

Reaction equation

HRID 2209429 reaction equation
[Br-].[CH:2]1[C:11]2[CH:10]=[C:9]3[CH:12]=[CH:13][CH:14]=[CH:15][C:8]3=[CH:7][N+:6]=2[CH:5]=[CH:4][CH:3]=1.[F:16][P-:17]([F:22])([F:21])([F:20])([F:19])[F:18].[K+]>O>[F:16][P-:17]([F:22])([F:21])([F:20])([F:19])[F:18].[CH:2]1[C:11]2[CH:10]=[C:9]3[CH:12]=[CH:13][CH:14]=[CH:15][C:8]3=[CH:7][N+:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 202130Benzo(b)quinolizinium, bromide (1:1)HCID 23688904Potassium hexafluorophosphate

Product 1

HCID 15186209Benzo[b]quinolizinium hexafluorophosphateYield 94.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

Benzo[b]quinolizinium bromide (508.5 g, 1.95 mol) (Bradsher and Parham, J. Org. Chem., 1963, 28, 83-85, Example VIIa) was dissolved in distilled water (5 L) with heating and potassium hexafluorophosphate (367.2 g, 1.95 mol) in water (1.1L) was added in portions. After the addition was complete, the mixture was stirred at ambient temperature for 3 hours, then at 0° C. for 1 hour. The mixture was filtered and washed with cold water to afford 601 g (94.8%) of benzo[b]quinolizinium hexafluorophosphate. (Formula II: R1 =H; X- =PF6-).

Workup

  1. temperaturewith heating
  2. additionAfter the addition
  3. waitat 0° C. for 1 hour
  4. filtrationThe mixture was filtered
  5. washwashed with cold water

Sources & evidence

ORD record
ord-3020939383164d968ab46ed201a80a83
Source dataset
uspto-grants-1995_10
Patent number
US05455248

Reaction notes

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