HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrogen Bromide → 2-bromo-1-(6-bromopyridin-3-yl)ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | Bromine | HCID 24408 | — |
| Reactant | 5-Acetyl-2-bromopyridine | HCID 15668195 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-bromo-1-(6-bromopyridin-3-yl)ethanone | HCID 10850267 | 116.2% |
Reaction Steps
A solution of bromine (4 g, 25 mmol) in DCM (10 mL) was added drop wise over 5 min to a cooled (0° C.) solution of 1-(6-bromo-pyridin-3-yl)-ethanone (5 g, 25 mmol) and HBr (48%, 0.2 mL). The cooling bath was removed 40 min later and stirring was continued at RT for 66 h. The solid that formed was filtered, washed with DCM and dried at room temperature to give the impure title intermediate (8.1 g) as a yellow solid. 1H NMR (CD3OD, 400 MHz) δ (ppm): 8.96 (m, 1H), 8.28-8.25 (m, 1H), 7.82-7.79 (m, 1H), 4.7 (s, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08921372B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-ae1663aa076e4a4da10ba3a0910a2dd7 |
| Source note | uspto-grants-2014_12 |