Lithium bis((trifluoromethyl)sulfonyl)azanide → HCID 60145279, compound

HRID 416459Notes

Reaction equation

HRID 416459 reaction equation
[N-:1]([S:9]([C:12]([F:15])([F:14])[F:13])(=[O:11])=[O:10])[S:2]([C:5]([F:8])([F:7])[F:6])(=[O:4])=[O:3].[Li+].[I-].[CH2:18]([N+:22]1([CH3:29])[CH2:27][CH2:26][CH2:25][CH:24]([CH3:28])[CH2:23]1)[CH2:19][CH2:20][CH3:21]>O>[N-:1]([S:2]([C:5]([F:8])([F:6])[F:7])(=[O:4])=[O:3])[S:9]([C:12]([F:15])([F:14])[F:13])(=[O:11])=[O:10].[CH2:18]([N+:22]1([CH3:29])[CH2:27][CH2:26][CH2:25][CH:24]([CH3:28])[CH2:23]1)[CH2:19][CH2:20][CH3:21]

Participants

4

Reactant 2

HCID 3816071Lithium bis((trifluoromethyl)sulfonyl)azanideHCID 66620336HCID 66620336, compound

Product 1

HCID 60145279HCID 60145279, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A slight excess of lithium bis[(trifluoromethyl)sulfonyl]imide dissolved in water was added to an aqueous solution of form 1-butyl-1-methyl-3-methylpiperidinium iodide and stirred at room temperature for approximately 5 hours. The reaction mixture was transferred to a separating funnel and the heavy layer washed several times with water. The addition of a small amount of dichloromethane aided the separation of the aqueous and organic layer. The heavy organic layer was then evaporated to dryness leaving a pale yellow liquid, form 1-butyl-1-methyl-3-methylpiperidinium bis[(trifluoromethyl)sulfonyl]imide. ES/MS 170 (Cation C11H24N), −280 (Anion C2F6NS2O4).

Workup

  1. customThe reaction mixture was transferred to a separating funnel
  2. washthe heavy layer washed several times with water
  3. additionThe addition of a small amount of dichloromethane
  4. customthe separation of the aqueous and organic layer
  5. customThe heavy organic layer was then evaporated to dryness
  6. customleaving a pale yellow liquid

Sources & evidence

ORD record
ord-3f303d12e68c4d19aa280d4880ea8d14
Source dataset
uspto-grants-2012_01
Patent number
US08088917B2

Reaction notes

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