Reaction #470373

ord-b4f979e0872e4fb5a76bd80a2f010ffc

Reaction equation

CCCN1CCCC1
N-propylpyrrolidine
CCOCCl
chloromethyl ethyl ether
CCC[N+]1(COC)CCCC1.[Cl-]
white solid
CCC[N+]1(COC)CCCC1.[Cl-]
N-Methoxymethyl-N-Propylpyrrolidinium Chloride

Solvents

Conditions

Temperature
5°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherwhereby the reaction was terminated
  2. 2
    FiltrationThe reaction mixture was filtered
  3. 3
    Washwashed with 100 g of acetone
  4. 4
    Otherdried in a vacuum

Procedure

A 36.33 g quantity of N-propylpyrrolidine was dissolved in 186 g of dehydrated acetone (up to 0.1% in water content), followed by replacement with nitrogen. To the solution was added dropwise 25.76 g of chloromethyl ethyl ether (reagent, product of Tokyo Kasei Co., Ltd. as purified by distillation) at 5° C. over a period of 1 hour. The mixture was stirred at 5° C. for 5 hours, whereby the reaction was terminated. The reaction mixture was filtered, washed with 100 g of acetone and dried in a vacuum, giving 58.10 g of a white solid product.

Source

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