HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Azide → [5-(4-Bromo-phenyl)-3-methyl-isoxazol-4-yl]-[1-(3-trifluoromethyl-benzyl)-1H-[1,2,3]triazol-4-yl]-methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | 1-(Bromomethyl)-3-(trifluoromethyl)benzene | HCID 123061 | — |
| 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 | [5-(4-Bromo-phenyl)-3-methyl-isoxazol-4-yl]-[1-(3-trifluoromethyl-benzyl)-1H-[1,2,3]triazol-4-yl]-methanol | HCID 66579377 | — |
Reaction Steps
1-Bromomethyl-3-trifluoromethyl-benzene (0.0491 g, 0.205 mmol) and sodium azide (0.0222 g, 0.342 mmol) were combined in DMSO and stirred at room temperature for 2 hours. Then, 1-[5-(4-bromo-phenyl)-3-methyl-isoxazol-4-yl]-prop-2-yn-1-ol (0.500 g, 0.171 mmol), copper(II)sulfate pentahydrate (0.0043 g, 0.017 mmol) and sodium ascorbate (0.0034 g, 0.017 mmol) were added and the reaction stirred at room temperature for 2 days. The reaction was submitted to standard aqueous workup and purified on silica gel to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08664220B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-7861e9a0a2f94509a831b13afa138ebf |
| Source note | uspto-grants-2014_03 |