Methyl iodide → HCID 86762296, compound

HRID 1184675Notes

Reaction equation

HRID 1184675 reaction equation
[C:1]([O:9][CH2:10][CH2:11][N:12]([CH3:14])[CH3:13])(=[O:8])/[CH:2]=[CH:3]/[C:4]([O:6][CH3:7])=[O:5].[CH3:15][I:16]>C(OCC)C>[I-:16].[CH3:7][O:6][C:4](=[O:5])/[CH:3]=[CH:2]/[C:1]([O:9][CH2:10][CH2:11][N+:12]([CH3:15])([CH3:14])[CH3:13])=[O:8]

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 85471589HCID 85471589, compound

Product 1

HCID 86762296HCID 86762296, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 2-(dimethylamino)ethyl methyl fumarate 19 (760 mg, 3.7 mmol) in diethyl ether (20 ml) was added methyl iodide (246 μl, 3.9 mmol). The mixture was stirred at room temperature for 18 hours where a precipitate slowly formed. The mixture was filtered, washed with diethyl ether and dried in a vacuum oven at 55° C. for 18 hours to give (E)-2-((4-methoxy-4-oxobut-2-enoyl)oxy)-N,N,N-trimethylethanaminium iodide, a white solid (1.15 g, 90%).

Workup

  1. customslowly formed
  2. filtrationThe mixture was filtered
  3. washwashed with diethyl ether
  4. customdried in a vacuum oven at 55° C. for 18 hours

Sources & evidence

ORD record
ord-84c18df40c61447f94c9fd51073a14a2
Source dataset
uspto-grants-2014_03
Patent number
US08669281B1

Reaction notes

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