HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromine → HCID 178520129, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromine | HCID 24408 | — |
| Reactant | 1-(5-Bromo-2-methoxypyridin-3-yl)ethan-1-one | HCID 71295183 | — |
| Solvent | Hydrogen Bromide | HCID 260 | — |
| Product | HCID 178520129 | HCID 178520129 | 78% |
Reaction Steps
To a solution of 1-(5-bromo-2-methoxypyridin-3-yl)ethanone (2.0 g, 8.69 mmol) in HBr (20 mL, HOAc solution), Br2 (1.4 g, 8.76 mmol) was added dropwise at room temperature. The reaction mixture was stirred at room temperature for 5 hours. Then the reaction mixture was filtered to collect the HBr salt. The solid was suspended with Na2CO3 solution, extracted with EtOAc. The combined organic phases were washed with brine, dried over Na2SO4, filtered and concentrated in vacuo to provide 2-bromo-1-(5-bromo-2-hydroxypyridin-3-yl)ethanone (2.0 g, yield: 74%). 1H-NMR (DMSO, 400 MHz) δ 12.83 (br s, 1H), 8.11˜8.13 (m, 2H), 4.85 (s, 2H). MS (M+H)+: 295.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09265773B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-6066a1b5e0814d8289b6796459f85b3e |
| Source note | uspto-grants-2016_02 |