Reaction #470368

ord-00abe886f9844638b8294a0e97662f94

Reaction equation

CC(=O)[O-].[Na+]
sodium acetate
COC[N+]1(C)CCCC1.[Cl-]
N-methoxymethyl-N-methylpyrrolidinium chloride
COC[N+]1(C)CCCC1.[Cl-]
N-Methyl-N-Methoxymethylpyrrolidinium Chloride
CC(=O)[O-].COC[N+]1(C)CCCC1
desired product
CC(=O)[O-].COC[N+]1(C)CCCC1
N-Methoxymethyl-N-Methylpyrrolidinium Acetate

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherThe mixture was reacted at room temperature for 1.5 hours
  2. 2
    Otherwhereby the reaction was terminated
  3. 3
    FiltrationThe reaction mixture was filtered
  4. 4
    Concentrationthe filtrate was concentrated
  5. 5
    Otherdried in a vacuum
  6. 6
    workup.ADDITIONTo the residue was added 100 ml of dichloromethane
  7. 7
    Filtrationfollowed by filtration with a membrane
  8. 8
    Filtrationfilter
  9. 9
    Concentrationconcentration in a vacuum
  10. 10
    Otherdrying

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.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08366956B2uspto-grants-2013_02