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2-(2-Methoxyethyl)-2-imidazoline hydrochloride → 2-(2-Methoxyethyl)-4,5-dihydro-1H-imidazole

HRID 435997
Notes
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Reaction equation

HRID 435997 reaction equation
Cl.[Na].Cl.[CH3:4][O:5][CH2:6][CH2:7][C:8]1[NH:9][CH2:10][CH2:11][N:12]=1>>[CH3:4][O:5][CH2:6][CH2:7][C:8]1[NH:12][CH2:11][CH2:10][N:9]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 227560362-(2-Methoxyethyl)-2-imidazoline hydrochlorideHCID 23872008Sodium hydrochloride

Product 1

HCID 227560372-(2-Methoxyethyl)-4,5-dihydro-1H-imidazole

Procedure

100 Parts of 6N sodium hydrochloride in a suitable reaction vessel are cooled to 5° C. with an ice-water bath and 22.7 parts of the 2-(2-methoxyethyl)-2-imidazoline hydrochloride of Example 2 are added to the cold solution. An oil separates. The contents of the vessel are transferred to a separatory vessel and the aqueous phase is extracted four times with 30 parts of reagent grade tetrahydrofuran. The combined tetrahydrofuran extracts are dried over anhydrous potassium carbonate for 15 hours. The potassium carbonate is then filtered off and the tetrahydrofuran solution is distilled to yield 14.0 parts of 2-(2-methoxyethyl)-2-imidazoline.

Workup

  1. customThe contents of the vessel are transferred to a separatory vessel
  • extractionthe aqueous phase is extracted four times with 30 parts of reagent grade tetrahydrofuran
  • dry with materialThe combined tetrahydrofuran extracts are dried over anhydrous potassium carbonate for 15 hours
  • filtrationThe potassium carbonate is then filtered off
  • distillationthe tetrahydrofuran solution is distilled
  • Sources & evidence

    ORD record
    ord-b9fb06cf9a9a4bab8f50eff9c3173103
    Source dataset
    uspto-grants-1977_02
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US04007200

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes