Methyl iodide → 4-(Methoxycarbonyl)-1-methylpyridin-1-ium iodide
Reaction equation
[C:1]([O:9][CH3:10])(=[O:8])[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1.[I:11][CH3:12]>C1C=CC=CC=1>[I-:11].[CH3:10][O:9][C:1]([C:2]1[CH:7]=[CH:6][N+:5]([CH3:12])=[CH:4][CH:3]=1)=[O:8]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 110 °C
Procedure
To a solution of methyl isonicotinate (5.0 g, 36 mmol) in benzene (165 mL) is added iodomethane (4.5 mL, 72 mmol). The mixture is heated in a 110° C. oil bath for two hours and then allowed to cool to room temperature. The solid is collected by Büchner filtration, washed with hexanes and diethyl ether, and dried under house vacuum to give 4-methoxycarbonyl-1-methylpyridinium iodide (4.6 g, 46%).
Workup
- temperatureto cool to room temperature
- filtrationThe solid is collected by Büchner filtration
- washwashed with hexanes and diethyl ether
- customdried under house vacuum
Sources & evidence
- ORD record
- ord-e2cfd27a3cc549d4a7098ed6ac9adefa
- Source dataset
- uspto-grants-2010_05
- Patent number
- US07713994B2
Reaction notes
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