HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl azide → ethyl 1-benzyl-1H-1,2,3-triazole-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl azide | HCID 12152 | — |
| Reactant | N-phenyl-(1,1'-biphenyl)-4-amine | HCID 13087229 | — |
| Reactant | Sodium Ascorbate | HCID 23667548 | — |
| Catalyst | Copper sulfate pentahydrate | HCID 24463 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Product | ethyl 1-benzyl-1H-1,2,3-triazole-4-carboxylate | HCID 849722 | 24% |
Reaction Steps
A solution of benzyl azide (0.200 mL; 1.61 mmol), ethyl propriolate (0.163 mL; 1.61 mmol), copper sulfate pentahydrate (0.016 mL, 1M solution in water), sodium ascorbate (0.161 mL; solution 1M in water) in a mixture of tert-butanol (3 mL) and water (3 mL) was stirred at room temperature overnight. The reaction mixture was diluted in water and the product crystallized out to furnish 0.090 g (24%) of ethyl 1-benzyl-1H-1,2,3-triazole-4-carboxylate as white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09434722B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-3763840832c24d868a74ed89c2111f29 |
| Source note | uspto-grants-2016_09 |