Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Chloro-4-methylpyridine | HCID 77248 | — |
| Reactant | HCID 178418582 | HCID 178418582 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 2-Methoxy-4-methylpyridine | HCID 14223472 | 46.8% |
Reaction Steps
A mixture of 2-chloro-4-methylpyridine (20 g, 0.156 mol) and NaOCH3 (9.3 g, 0.172 mol) in DMSO (200 mL) was stirred at 100° C. for 4 hours. The solution was added to H2O and then extracted with ethyl acetate (50 mL×2). The organic layer was washed with H2O (300 mL) brine (300 mL) and dried concentrated to give 2-methoxy-4-methylpyridine (9 g, 46%). LC-MS: 124 [M+H]+, tR=1.21 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08921383B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-a0838bff0a754ad09f228882450d6756 |
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| Source note | uspto-grants-2014_12 |
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