HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Methyl 3-(benzyloxy)-6-bromopicolinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 6-bromo-3-hydroxypicolinate | HCID 22175135 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl 3-(benzyloxy)-6-bromopicolinate | HCID 59418684 | 72.2% |
Reaction Steps
A mixture of methyl 6-bromo-3-hydroxypicolinate (500 mg, 2.15 mmol), BnBr (443 mg, 3.25 mmol) and K2CO3 (595 mg, 4.31 mmol) in THF (5 mL) was stirred at RT for 3 h. Then water was added and the mixture was extracted with EtOAc (20 mL*3). The organic layer was dried over Na2SO4 and concentrated to give crude methyl 3-(benzyloxy)-6-bromopicolinate (500 mg, yield 72%), which was used for the next step without further purification. MS (M+H)+: 322/324.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09364482B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-a7eec012fba54c9fa08dfe2ac6e553f3 |
| Source note | uspto-grants-2016_06 |