Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | HCID 178497975 | HCID 178497975 | — |
| Catalyst | HCID 178418647 | HCID 178418647 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 117600053 | HCID 117600053 | 53.4% |
Reaction Steps
A mixture of methyl 6-hydroxypicolinate (3.06 g, 20.0 mmol), (bromomethyl)benzene (6.84 g, 40.0 mmol), and silver carbonate (11 g, 40 mmol) in toluene (150 mL) was stirred at 80° C. overnight. After cooling and filtration, the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography eluting with petroleum ether/ethyl acetate (20:1) to give methyl 6-(benzyloxy)picolinate (2.6 g, 53%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09150526B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-093f203050344805990b9c6d8130dd4b |
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| Source note | uspto-grants-2015_10 |
|---|