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Chloromethyl Methyl Ether → HCID 23116091, compound

HRID 403085
Notes
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Reaction equation

HRID 403085 reaction equation
[CH:1]([N:4]1[CH2:8][CH2:7][CH2:6][CH2:5]1)([CH3:3])[CH3:2].[CH3:9][O:10][CH2:11][Cl:12]>CC(=O)CC>[Cl-:12].[CH3:9][O:10][CH2:11][N+:4]1([CH:1]([CH3:3])[CH3:2])[CH2:8][CH2:7][CH2:6][CH2:5]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 7864Chloromethyl Methyl EtherHCID 124163241-(Propan-2-yl)pyrrolidine

Product 1

HCID 23116091HCID 23116091, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

A 40.00 g quantity of N-isopropylpyrrolidine was dissolved in 361 g of dehydrated 2-butanone (reagent, product of Wako Pure Chemical Ind. Ltd.), followed by replacement with nitrogen. To the solution was added dropwise 28.76 g of chloromethyl methyl ether (reagent, product of Tokyo Kasei Co., Ltd. as purified by distillation) at 5° C. over a period of 0.5 hour. The mixture was thereafter heated to a gradually elevated temperature and stirred at room temperature for 10 hours, whereby the reaction was terminated. The reaction mixture was cooled to 5° C., and the resulting solids were filtered off in nitrogen. The filter cake was washed with 200 ml of 2-butanone and thereafter dried in a vacuum, giving 66.40 g of the desired product.

Workup

  1. temperatureThe mixture was thereafter heated to a gradually elevated temperature
  2. customwhereby the reaction was terminated
  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 200 ml of 2-butanone
  6. customdried in a vacuum

Sources & evidence

ORD record
ord-1638ddee4e6142249b08065394a43bb1
Source dataset
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08747690B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes