Butyl bromide → 1-Butyl-1-methylpyrrolidinium bromide
Reaction equation
[CH3:1][N:2]1[CH2:6][CH2:5][CH2:4][CH2:3]1.[CH2:7]([Br:11])[CH2:8][CH2:9][CH3:10]>CCC(C)=O>[Br-:11].[CH3:1][N+:2]1([CH2:7][CH2:8][CH2:9][CH3:10])[CH2:6][CH2:5][CH2:4][CH2:3]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
A flask equipped with a thermometer, nitrogen gas inlet tube, reflux condenser, stirrer and dropping funnel was charged with 85 g (1.0 mol) of methylpyrrolidine and 400 g of 2-butanone (hereinafter referred to as MEK) and, while maintaining the temperature at 50° C. under a nitrogen stream, 205.5 g′ (1.5 mol) of n-butyl bromide was added dropwise over 2 hours and, then, the temperature was maintained at 80° C. for 2 hours to drive the reaction to completion. Then, the reaction mixture was filtered to give N-methyl-N-butylpyrrolidinium bromide (hereinafter referred to as MBPyBr) as slightly yellowish white crystals. These crystals were then washed with MEK twice to give 187 g (yield 90%) of white MBPyBr.
Workup
- customA flask equipped with a thermometer, nitrogen gas inlet tube
- temperaturereflux condenser, stirrer
- additionwas added dropwise over 2 hours
- customthe reaction to completion
- filtrationThen, the reaction mixture was filtered
Sources & evidence
- ORD record
- ord-28cbb4484f8d4c2ebee7ee9d1dfa485b
- Source dataset
- uspto-grants-2011_03
- Patent number
- US07914927B2
Reaction notes
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