Sodium Acetate → 1-(Methoxymethyl)-1-methylpyrrolidin-1-ium acetate

HRID 383186Notes

Reaction equation

HRID 383186 reaction equation
[C:1]([O-:4])(=[O:3])[CH3:2].[Na+].[Cl-].[CH3:7][N+:8]1([CH2:13][O:14][CH3:15])[CH2:12][CH2:11][CH2:10][CH2:9]1>CO>[C:1]([O-:4])(=[O:3])[CH3:2].[CH3:15][O:14][CH2:13][N+:8]1([CH3:7])[CH2:12][CH2:11][CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 517045Sodium AcetateHCID 23116042N-methoxymethyl-N-methylpyrrolidinium chloride

Product 1

HCID 231160481-(Methoxymethyl)-1-methylpyrrolidin-1-ium acetate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A 9.46 g quantity of sodium acetate (product of Wako Pure Chemical Ind. Ltd.) was dissolved in 95 g of methanol, and 19.10 g of N-methoxymethyl-N-methylpyrrolidinium chloride was added to the solution. The mixture was reacted at room temperature for 1.5 hours, whereby the reaction was terminated. The reaction mixture was filtered, and the filtrate was concentrated and dried in a vacuum. To the residue was added 100 ml of dichloromethane, followed by filtration with a membrane filter, concentration in a vacuum and drying, affording 20.38 g of the desired product.

Workup

  1. customThe mixture was reacted at room temperature for 1.5 hours
  2. customwhereby the reaction was terminated
  3. filtrationThe reaction mixture was filtered
  4. concentrationthe filtrate was concentrated
  5. customdried in a vacuum
  6. additionTo the residue was added 100 ml of dichloromethane
  7. filtrationfollowed by filtration with a membrane
  8. filtrationfilter
  9. concentrationconcentration in a vacuum
  10. customdrying

Sources & evidence

ORD record
ord-00abe886f9844638b8294a0e97662f94
Source dataset
uspto-grants-2013_02
Patent number
US08366956B2

Reaction notes

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