Hydroxide → N-Butyl-N-Cyclohexylpyrrolidinium Hydroxide

HRID 1264447Notes

Reaction equation

HRID 1264447 reaction equation
[I-].[CH2:2]([N+:6]1([CH:11]2[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)[CH2:10][CH2:9][CH2:8][CH2:7]1)[CH2:3][CH2:4][CH3:5].[OH-:17]>O>[OH-:17].[CH2:2]([N+:6]1([CH:11]2[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)[CH2:10][CH2:9][CH2:8][CH2:7]1)[CH2:3][CH2:4][CH3:5]

Participants

4

Reactant 2

HCID 961HydroxideHCID 22995118N-butyl-N-cyclohexylpyrrolidinium iodide

Product 1

HCID 22995117N-Butyl-N-Cyclohexylpyrrolidinium Hydroxide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

N-butyl-N-cyclohexylpyrrolidinium iodide salt (85 gm; 0.25 mol) is dissolved in 300 ml water in a 500-ml volume plastic bottle. To the solution, 300 gm of Ion-Exchange Resin-OH (BIO RAD® AH1-X8) is added and the mixture is stirred at room temperature overnight. The mixture is filtered and the solids are rinsed with additional 85 ml of water. The original filtrate and the rinse are combined and a small amount is titrated with 0.1N HCl to indicate the presence of 0.24 mol hydroxide (0.24 mol N-butyl-N-cyclohexylpyrrolidinium hydroxide) in the solution. The synthetic procedure described above is depicted below.

Workup

  1. filtrationThe mixture is filtered
  2. washthe solids are rinsed with additional 85 ml of water

Sources & evidence

ORD record
ord-b5e176cd7c7f42d0bee014def6c69287
Source dataset
uspto-grants-2003_04
Patent number
US06544495B1

Reaction notes

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