Reaction #470362

ord-ac78dcb3adee44db97ba1c97b495a453

Reaction equation

CCN(C)C
ethyldimethylamine
COCCl
chloromethyl methyl ether
CC[N+](C)(C)COC.[Cl-]
N-ethyl-N-methoxymethyl-N,N-dimethylammonium chloride

Solvents

Conditions

Temperature
15°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherto terminate
  2. 2
    Otherthe reaction
  3. 3
    TemperatureThe reaction mixture was cooled to 5° C.
  4. 4
    Filtrationthe resulting solids were filtered off in nitrogen
  5. 5
    WashThe filter cake was washed with 150 g of acetone
  6. 6
    Otherdried in a vacuum

Procedure

A 47.50 g quantity of ethyldimethylamine (reagent, product of Tokyo Kasei Co., Ltd.) was dissolved in 300 g of dehydrated acetone (reagent, Wako Pure Chemical Ind. Ltd.), followed by replacement with nitrogen. To the solution was added dropwise 52.30 g of chloromethyl methyl ether (reagent, product of Tokyo Kasei Co., Ltd. as purified by distillation) at 5° C. over a period of 1 hour. The mixture was thereafter stirred at a temperature of not higher than 15° C. for 5 hours to terminate the reaction. The reaction mixture was cooled to 5° C., and the resulting solids were filtered off in nitrogen. The filter cake was washed with 150 g of acetone, and thereafter dried in a vacuum, giving 85.90 g of N-ethyl-N-methoxymethyl-N,N-dimethylammonium chloride (white solid).

Source

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