Reaction #470360

ord-bff427133daa462c98a355f4faaa849d

Reaction equation

F[B-](F)(F)F.[H+]
HBF4
COC[N+]1(C)CCCC1.[Cl-]
N-methyl-N-methoxymethylpyrrolidinium chloride
COC[N+]1(C)CCCC1.[Cl-]
N-Methyl-N-Methoxymethylpyrrolidinium Chloride
→
COC[N+]1(C)CCCC1.F[B-](F)(F)F
desired product
COC[N+]1(C)CCCC1.F[B-](F)(F)F
N-Methyl-N-Methoxymethylpyrrolidinium Tetrafluoroborate

Reactants

F[B-](F)(F)F.[H+]
HBF4
COC[N+]1(C)CCCC1.[Cl-]
N-methyl-N-methoxymethylpyrrolidinium chloride
COC[N+]1(C)CCCC1.[Cl-]
N-Methyl-N-Methoxymethylpyrrolidinium Chloride

Reagents

None

Solvents

CO
methanol
CO
MeOH

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherHydrogen chloride and an excess of HBF4 were removed from the mixture in a vacuum

Procedure

A 15.0 g quantity of the N-methyl-N-methoxymethylpyrrolidinium chloride (N-methoxymethyl-N-methylpyrrolidinium chloride) prepared in Example 1 was dissolved in 35 g of MeOH, and 27.83 g of methanol solution of 30% HBF4 was added to the solution. Hydrogen chloride and an excess of HBF4 were removed from the mixture in a vacuum to obtain 19.6 g of the desired product (pale yellow liquid).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08366956B2uspto-grants-2013_02