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Sodium Trifluoroacetate → N-methoxymethyl-N-methylpyrrolidinium trifluoroacetate

HRID 254893
Notes
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Reaction equation

HRID 254893 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([O-:5])=[O:4].[Na+].[Cl-].[CH3:10][O:11][CH2:12][N+:13]1([CH3:18])[CH2:17][CH2:16][CH2:15][CH2:14]1>CO>[F:1][C:2]([F:7])([F:6])[C:3]([O-:5])=[O:4].[CH3:10][O:11][CH2:12][N+:13]1([CH3:18])[CH2:17][CH2:16][CH2:15][CH2:14]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 517019Sodium TrifluoroacetateHCID 23116042N-methoxymethyl-N-methylpyrrolidinium chloride

Product 1

HCID 23116057N-methoxymethyl-N-methylpyrrolidinium trifluoroacetateYield 99.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In 100 g of methanol dissolved 14.94 g of sodium trifluoroacetate. To the solution was added 18.20 g of N-methoxymethyl-N-methylpyrrolidinium chloride and the mixture was stirred for 1 hour, concentrated in a vacuum and dried with use of a vacuum pump. The resulting product was dissolved in 500 ml of dichloromethane and the mixture was filtered with membrane filter, concentrated in a vacuum and dried in a vacuum to obtain 26.52 g of the desired product (colorless liquid). The product was checked for 1H-NMR, electrical conductivity and voltage resistance.

Workup

  1. concentrationconcentrated in a vacuum
  2. customdried with use of a vacuum pump
  3. dissolutionThe resulting product was dissolved in 500 ml of dichloromethane
  4. filtrationthe mixture was filtered with membrane
  5. filtrationfilter
  6. concentrationconcentrated in a vacuum
  7. customdried in a vacuum

Sources & evidence

ORD record
ord-539b8d702b164bea8747165e94817809
Source dataset
uspto-grants-2011_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07875732B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes