Lithium N-methylmethanaminide → HCID 131727130, compound

HRID 2116858Notes

Reaction equation

HRID 2116858 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([O-:5])=[O:4].[CH3:8][N:9]([C+:11]([N:13]([CH3:15])[CH3:14])Cl)[CH3:10].[CH3:16][N-:17][CH3:18].[Li+]>C(#N)C>[F:1][C:2]([F:7])([F:6])[C:3]([O-:5])=[O:4].[CH3:8][N:9]([CH3:10])[C:11](=[N+:17]([CH3:18])[CH3:16])[N:13]([CH3:15])[CH3:14]

Participants

4

Reactant 2

HCID 5152226Lithium N-methylmethanaminideHCID 178483694HCID 178483694, compound

Product 1

HCID 131727130HCID 131727130, compoundYield 99.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

1.85 g (7.44 mmol) of bis(dimethylamino)chlorocarbenium trifluoroacetate and 0.38 g (7.45 mmol) of lithium dimethylamide are dissolved in 15 ml of acetonitrile under a protective-gas atmosphere (argon). The reaction mixture is stirred for 5 hours at room temperature, and LiCl is subsequently filtered off. The salt LiCl is washed with 5 ml of acetonitrile, and the organic phases are combined. The solvent is distilled off, and the residue is dried under reduced pressure at 7 Pa and 50° C., giving 1.81 g of hexamethylguanidinium trifluoroacetate as a viscous oil, corresponding to a yield of 99.2%.

Workup

  1. filtrationLiCl is subsequently filtered off
  2. washThe salt LiCl is washed with 5 ml of acetonitrile
  3. distillationThe solvent is distilled off
  4. customthe residue is dried under reduced pressure at 7 Pa and 50° C.

Sources & evidence

ORD record
ord-f13c27e61c9f42dbb99c65f43ab34b03
Source dataset
uspto-grants-2008_10
Patent number
US07439395B2

Reaction notes

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