Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | alpha-Methyl-2-pyridinemethanol | HCID 86784 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 21915915 | HCID 21915915 | — |
Reaction Steps
To a stirred solution of 223 g. of 1-(2-pyridyl)-ethanol in 1500 ml. of dry dimethylsulfoxide is added 2.3 moles of sodium hydride in portions, under nitrogen, maintaining the temperature at 20°C. After two hours, 331 g. of methyl iodide is added at 20°C. After stirring for another 3 hours, the mixture is poured onto ice-water and extracted three times with ether. The organic phase is washed with water, dried over magnesium sulfate, concentrated in vacuo, and the residue is distilled to give 2-(1-methoxyethyl)pyridine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US03966945 |
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| Source dataset | uspto-grants-1976_06 |
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| ORD ID | ord-04c511a6fc0c4ed082c6fcfee01387d1 |
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| Source note | uspto-grants-1976_06 |
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