HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 66579249, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzyl azide | HCID 12152 | — |
| Reactant | Sodium Ascorbate | HCID 23667548 | — |
| Reactant | 1-[5-(4-Bromo-phenyl)-3-methyl-isoxazol-4-yl]-prop-2-yn-1-ol | HCID 86652411 | — |
| Catalyst | Copper sulfate pentahydrate | HCID 24463 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 66579249 | HCID 66579249 | — |
Reaction Steps
To a solution of 1-[5-(4-Bromo-phenyl)-3-methyl-isoxazol-4-yl]-prop-2-yn-1-ol (Enantiomer A) (0.530 g, 1.81 mmol) in DMSO (4 mL) and H2O (4 mL) was added azidomethyl-benzene (0.242 g, 1.81 mmol), followed by sodium ascorbate (0.036 g, 0.181 mmol) and copper(II) sulfate pentahydrate (0.005 g, 0.018 mmol), and the reaction was stirred overnight. After aqueous workup the crude material was purified by silica gel chromatography (15-100% EtOAc in hexanes) to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08778983B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-848de323e3424a3baf8bb54c3ac51736 |
| Source note | uspto-grants-2014_07 |