Boron trifluoride → 1-Fluoro-4-methoxy-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate)

HRID 1781115Notes

Reaction equation

HRID 1781115 reaction equation
[F:1][B-:2]([F:5])([F:4])[F:3].[CH3:6][O:7][N+:8]12[CH2:15][CH2:14][N:11]([CH2:12][CH2:13]1)[CH2:10][CH2:9]2.B(F)(F)[F:17].FF>C(#N)C>[F:1][B-:2]([F:5])([F:4])[F:3].[F:1][B-:2]([F:5])([F:4])[F:3].[F:17][N+:11]12[CH2:14][CH2:15][N+:8]([O:7][CH3:6])([CH2:13][CH2:12]1)[CH2:9][CH2:10]2

Participants

5

Reactant 3

HCID 6356Boron trifluorideHCID 24524FluorineHCID 190480541-Methoxy-4-aza-1-azoniabicyclo[2.2.2]octane tetrafluoroborate

Product 1

HCID 190480271-Fluoro-4-methoxy-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate)

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 1-methoxy-4-aza-1-azoniabicyclo[2.2.2]octane tetrafluoroborate (23 g, 10 mmole) and boron trifluoride gas (6.7 g, 10 mmole) in acetonitrile (125 mL) was cooled to 8° C. and treated with a mixture of fluorine in nitrogen (10 % V/V, 12 mmole). The reaction was evaporated, the remaining solid washed with DME and dried to afford 1 -fluoro-4-methoxy- 1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate).

Workup

  1. customThe reaction was evaporated
  2. washthe remaining solid washed with DME
  3. customdried

Sources & evidence

ORD record
ord-9dab11d5aff5437cb48a5714a3f1d62a
Source dataset
uspto-grants-1997_05
Patent number
US05631372

Reaction notes

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