Chloromethyl ethyl ether → HCID 23116018, compound

HRID 383191Notes

Reaction equation

HRID 383191 reaction equation
[CH2:1]([N:4]1[CH2:8][CH2:7][CH2:6][CH2:5]1)[CH2:2][CH3:3].[CH2:9]([O:11][CH2:12][Cl:13])C>CC(C)=O.O>[Cl-:13].[CH3:9][O:11][CH2:12][N+:4]1([CH2:1][CH2:2][CH3:3])[CH2:8][CH2:7][CH2:6][CH2:5]1

Participants

5

Reactant 2

HCID 18523Chloromethyl ethyl etherHCID 5224901-Propylpyrrolidine

Product 1

HCID 23116018HCID 23116018, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Conditions

Temperature
5 °C

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.

Workup

  1. customwhereby the reaction was terminated
  2. filtrationThe reaction mixture was filtered
  3. washwashed with 100 g of acetone
  4. customdried in a vacuum

Sources & evidence

ORD record
ord-b4f979e0872e4fb5a76bd80a2f010ffc
Source dataset
uspto-grants-2013_02
Patent number
US08366956B2

Reaction notes

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