Chloromethyl Methyl Ether → HCID 23116092, compound

HRID 403072Notes

Reaction equation

HRID 403072 reaction equation
[CH2:1]([N:3]([CH3:5])[CH3:4])[CH3:2].[CH3:6][O:7][CH2:8][Cl:9]>CC(C)=O>[Cl-:9].[CH2:1]([N+:3]([CH2:6][O:7][CH3:8])([CH3:5])[CH3:4])[CH3:2]

Participants

4

Conditions

Temperature
15 °C

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).

Workup

  1. customto terminate
  2. customthe reaction
  3. temperatureThe reaction mixture was cooled to 5° C.
  4. filtrationthe resulting solids were filtered off in nitrogen
  5. washThe filter cake was washed with 150 g of acetone
  6. customdried in a vacuum

Sources & evidence

ORD record
ord-1417c7d729694f6a8a2eeebd04f0760c
Source dataset
uspto-grants-2014_06
Patent number
US08747690B2

Reaction notes

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