HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-bromobutanimide → 2-Bromo-1-(3-methoxy-pyridin-2-yl)-ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 2-(1-Ethoxy-vinyl)-3-methoxy-pyridine | HCID 67171147 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Bromo-1-(3-methoxy-pyridin-2-yl)-ethanone | HCID 59027825 | 54% |
Reaction Steps
Add N-bromo-succinimide (306 mg, 1.7 mmol) to a stirred solution of 2-(1-ethoxy-vinyl)-3-methoxy-pyridine (305 mg, 1.7 mg) in THF (30 mL) and water (2 mL). Stir for 15 mins. at RT under N2. Adsorb on SiO2 and purify by flash chromatography on silica gel eluting with 0-40% EtOAc/hexanes to afford the title compound (211 mg, 54%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546581B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-ba0ae0eaa55a4c9080acaa4edca550d5 |
| Source note | uspto-grants-2013_10 |