Water → HCID 118062880, compound

HRID 1496790Notes

Reaction equation

HRID 1496790 reaction equation
[I-].[CH3:2][N+:3]1([CH3:13])[CH:11]2[CH:6]([CH2:7][CH2:8][CH2:9][CH2:10]2)[CH2:5][CH:4]1[CH3:12].[OH2:14]>>[OH-:14].[CH3:2][N+:3]1([CH3:13])[CH:11]2[CH:6]([CH2:7][CH2:8][CH2:9][CH2:10]2)[CH2:5][CH:4]1[CH3:12]

Participants

4

Reactant 2

HCID 962WaterHCID 118062490HCID 118062490, compound

Product 1

HCID 118062880HCID 118062880, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 178435160HCID 178435160, compoundSolvent

Procedure

The reaction afforded the desired quaternized salt in 88% yield (37 g) as off-white shinny powder. The obtained 1,1,2-trimethyloctahydroindolium iodide was dissolved in 130 ml of deionized water in 250 ml polyethylene plastic bottle. To the solution, 41 g of Bio-Rad AG 1-X8 ion exchange resins was added and the slurry was gently stirred at room temperature overnight. The slurry was then filtered and the resin was rinsed with additional 50 ml water (deionized). A small aliquot of the water layer was analyzed by titration with 0.1 N HCl to show 96% yield of the desired 1,1,2-trimethyloctahydroindolium hydroxide in solution.

Workup

  1. customThe reaction afforded the
  2. additionTo the solution, 41 g of Bio-Rad AG 1-X8 ion exchange resins was added
  3. filtrationThe slurry was then filtered
  4. washthe resin was rinsed with additional 50 ml water (deionized)

Sources & evidence

ORD record
ord-4dd334fefccc40ff882cb319b06affa7
Source dataset
uspto-grants-2015_12
Patent number
US09199229B2

Reaction notes

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