Dichloromethane → N-methoxymethyl-N-methylpyrrolidinium bis(pentafluoroethanesulfonyl)imide

HRID 403082Notes

Reaction equation

HRID 403082 reaction equation
[Cl-].[CH3:2][O:3][CH2:4][N+:5]1([CH3:10])[CH2:9][CH2:8][CH2:7][CH2:6]1.[N-:11]([S:22]([C:25]([C:28]([F:31])([F:30])[F:29])([F:27])[F:26])(=[O:24])=[O:23])[S:12]([C:15]([C:18]([F:21])([F:20])[F:19])([F:17])[F:16])(=[O:14])=[O:13].[Li+].ClCCl>O>[N-:11]([S:12]([C:15]([C:18]([F:21])([F:19])[F:20])([F:16])[F:17])(=[O:13])=[O:14])[S:22]([C:25]([C:28]([F:31])([F:30])[F:29])([F:27])[F:26])(=[O:24])=[O:23].[CH3:2][O:3][CH2:4][N+:5]1([CH3:10])[CH2:9][CH2:8][CH2:7][CH2:6]1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 12096715Lithium bis[(pentafluoroethyl)sulfonyl]azanideHCID 23116042N-methoxymethyl-N-methylpyrrolidinium chloride

Product 1

HCID 131728535N-methoxymethyl-N-methylpyrrolidinium bis(pentafluoroethanesulfonyl)imide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A 15.0 g quantity of N-methoxymethyl-N-methylpyrrolidinium chloride prepared in Example 10 was dissolved in 50 g of water, and 35.1 g of lithium bis(pentafluoroethanesulfonyl)imide was added to the solution. The mixture was stirred for 30 minutes, and dichloromethane was thereafter added to the mixture, followed by extraction. The organic layer was washed with 50 g of water ten times and then dried, giving 31.4 g of a colorless liquid as the desired product.

Workup

  1. extractionfollowed by extraction
  2. washThe organic layer was washed with 50 g of water ten times
  3. customdried

Sources & evidence

ORD record
ord-b64d33338b964fff85e844dc54de0474
Source dataset
uspto-grants-2014_06
Patent number
US08747690B2

Reaction notes

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