HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrogen Bromide → 2-Bromo-1-[5-(4-bromo-phenyl)-3-methyl-isoxazol-4-yl]ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | Trimethylsilyldiazomethane | HCID 167693 | — |
| Reactant | 5-(4-Bromo-phenyl)-3-methyl-isoxazole-4-carbonyl chloride | HCID 86652405 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-Bromo-1-[5-(4-bromo-phenyl)-3-methyl-isoxazol-4-yl]ethanone | HCID 86652406 | — |
Reaction Steps
5-(4-Bromo-phenyl)-3-methyl-isoxazole-4-carbonyl chloride (from the previous step) was dissolved in ACN (30 mL) then trimethylsilyl-diazomethane (2M in Et2O, 16.38 mL, 32.76 mmol) was slowly added and the reaction stirred at room temperature for 2 hours. Hydrobromic acid (30% aq., 7 mL) was carefully added and the reaction stirred for an additional 1 hour. The mixture was submitted to standard aqueous workup then purified on silica gel (0-20% EtOAc in hexanes) to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09090573B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-29d3180ebfaf450cbf9ce2905b369e34 |
| Source note | uspto-grants-2015_07 |