Methyl iodide → 4-(Ethoxycarbonyl)-1-methylpyridin-1-ium iodide
Reaction equation
[CH2:1]([O:3][C:4](=[O:11])[C:5]1[CH:10]=[CH:9][N:8]=[CH:7][CH:6]=1)[CH3:2].[CH3:12][I:13]>C(O)C>[I-:13].[CH2:1]([O:3][C:4]([C:5]1[CH:6]=[CH:7][N+:8]([CH3:12])=[CH:9][CH:10]=1)=[O:11])[CH3:2]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 60 °C
Procedure
Isonicotinic acid ethyl ester (5 g, 33 mmol), was dissolved in ethanol (40 mL). Methyl iodide (4.13 mL, 66.1 mmol) was added and the clear solution was stirred overnight at 60° C. The resulting mixture was evaporated to yield a red/orange solid, which was determined by 1H NMR and thin-layer chromatography (TLC) to be the title product in quantitative yield. The crude mixture was used directly in the following reaction.
Workup
- customThe resulting mixture was evaporated
- customto yield a red/orange solid, which
Sources & evidence
- ORD record
- ord-ab734f30b046489eb0d2914a156f5deb
- Source dataset
- uspto-grants-2010_03
- Patent number
- US07678796B2
Reaction notes
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