Methyl iodide → 1-(4,5-Dihydroisoxazol-3-yl)-1-methylpyrrolidinium iodide

HRID 1614992Notes

Reaction equation

HRID 1614992 reaction equation
[N:1]1([C:6]2[CH2:10][CH2:9][O:8][N:7]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:11][I:12]>CO>[I-:12].[O:8]1[CH2:9][CH2:10][C:6]([N+:1]2([CH3:11])[CH2:5][CH2:4][CH2:3][CH2:2]2)=[N:7]1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 866506883-(Pyrrolidin-1-yl)-4,5-dihydroisoxazole

Product 1

HCID 866506861-(4,5-Dihydroisoxazol-3-yl)-1-methylpyrrolidinium iodide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1-(4,5-Dihydroisoxazol-3-yl)-1-methylpyrrolidinium iodide III-60 was synthesized according to the following procedure: 3-(pyrrolidin-1-yl)-4,5-dihydroisoxazole III-59 was dissolved in methanol (0.044 M) followed by the addition of methyl iodide (0.022 M). The reaction was allowed to sit for 72 h after which it was concentrated and purified using high pressure liquid chromatography (0.1% formic acid). The desired fractions were lyophilized to provide the desired product plus some impurities which were removed by washing the solid with hexanes. Activity: C

Workup

  1. concentrationafter which it was concentrated
  2. custompurified

Sources & evidence

ORD record
ord-dc1447b90e534473bfdba5b7f3725969
Source dataset
uspto-grants-2014_07
Patent number
US08765735B2

Reaction notes

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