Diethyl Ether → HCID 178483697, compound

HRID 2116845Notes

Reaction equation

HRID 2116845 reaction equation
[F:1][C:2]([F:8])([F:7])[S:3]([O-:6])(=[O:5])=[O:4].[Na+].[CH3:10][N:11]([C:13]([N:16]([CH3:18])[CH3:17])(Cl)[Cl:14])[CH3:12].C(OCC)C>C(#N)C>[F:1][C:2]([F:8])([F:7])[S:3]([O-:6])(=[O:5])=[O:4].[CH3:10][N:11]([C+:13]([N:16]([CH3:18])[CH3:17])[Cl:14])[CH3:12]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 125447451,1-Dichloro-N,N,N',N'-tetramethylmethanediamineHCID 23676748Sodium trifluoromethanesulfonate

Product 1

HCID 178483697HCID 178483697, compoundYield 98.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

2.01 g (11.7 mmol) of sodium trifluoromethanesulfonate in 20 ml of acetonitrile are added with stirring at room temperature to a solution of 2.0 g (11.7 mmol) of bis(dimethylamino)dichloromethane in 20 ml of acetonitrile. The mixture is stirred for one hour, and 40 ml of diethyl ether are added. After stirring for 12 hours, the solid NaCl is subsequently filtered off. The solvent is distilled off, and the crystals formed are dried under a reduced pressure of 10.0 Pa, giving 3.29 g of bis(dimethylamino)chlorocarbenium trifluoromethanesulfonate, corresponding to a yield of 98.8%.

Workup

  1. stirringAfter stirring for 12 hours
  2. filtrationthe solid NaCl is subsequently filtered off
  3. distillationThe solvent is distilled off
  4. customthe crystals formed
  5. customare dried under a reduced pressure of 10.0 Pa

Sources & evidence

ORD record
ord-166139d59d7f45fca1c987148c52da10
Source dataset
uspto-grants-2008_10
Patent number
US07439395B2

Reaction notes

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