Dichloromethane → 1-Butyl-1-methylpyrrolidinium tetrafluoroborate

HRID 1852302Notes

Reaction equation

HRID 1852302 reaction equation
[Br-].[CH2:2]([N+:6]1([CH3:11])[CH2:10][CH2:9][CH2:8][CH2:7]1)[CH2:3][CH2:4][CH3:5].[F:12][B-:13]([F:16])([F:15])[F:14].[Na+].[Br-].[Na+].ClCCl>CC(C)=O.O>[F:12][B-:13]([F:16])([F:15])[F:14].[CH2:2]([N+:6]1([CH3:11])[CH2:10][CH2:9][CH2:8][CH2:7]1)[CH2:3][CH2:4][CH3:5]

Participants

7

Reactant 4

HCID 6344DichloromethaneHCID 253881Sodium BromideHCID 4343483Sodium TetrafluoroborateHCID 110095321-Butyl-1-methylpyrrolidinium bromide

Product 1

HCID 447171981-Butyl-1-methylpyrrolidinium tetrafluoroborate

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Conditions

Temperature
25 °C

Procedure

Subsequently, about 24.8 g (0.3 mol) of the obtained N-butyl-N-methylpyrrolidinium bromide and about 32.3 g (0.3 mol) of sodium tetrafluoroborate were dissolved in about 200 mL of acetone, and were then stirred at a temperature of about 25° C. and a pressure of about 1 atm for about 48 hours under a nitrogen atmosphere to form a mixed solution containing sodium bromide. The mixed solution was filtered by a filter paper to remove sodium bromide therefrom to obtain a liquid. Then, the obtained liquid, about 50 mL of dichloromethane, and about 0.5 mL of distilled water were shaken in a separating funnel for about 10 minutes and thus uniformly mixed with each other to form a mixed solution, and then the mixed solution was left at a temperature of about 25° C. and a pressure of about 1 atm for about 48 hours. When the mixed solution was layer-separated in the separating funnel according to a density, the liquid located in a lower portion of the separating funnel was removed, and the liquid located in an upper portion thereof was obtained. These processes were repeatedly conducted three times to obtain a final liquid. The final liquid was left in a vacuum oven at about 35° C. for about 48 hours to further remove water therefrom, thereby obtaining N-butyl-N-methylpyrrolidinium tetrafluoroborate at a yield of about 45%.

Workup

  1. customa pressure of about 1 atm for about 48 hours under a nitrogen atmosphere to form a mixed solution
  2. filtrationThe mixed solution was filtered by a filter paper
  3. customto remove sodium bromide
  4. customto obtain a liquid
  5. additionthus uniformly mixed with each other
  6. customto form a mixed solution
  7. waitthe mixed solution was left at a temperature of about 25° C.
  8. customWhen the mixed solution was layer-separated in the separating funnel
  9. customwas removed
  10. customthereof was obtained
  11. customto obtain a final liquid
  12. waitThe final liquid was left in a vacuum oven at about 35° C. for about 48 hours
  13. customto further remove water

Sources & evidence

ORD record
ord-c6c18762ff8244fd9ebe346d556ef1e4
Source dataset
uspto-grants-2015_02
Patent number
US08961656B2

Reaction notes

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