HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Chloride → 3-(1-Benzyl-1H-1,2,3-triazol-4-yl)propanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Benzyl azide | HCID 12152 | — |
| Reactant | 4-Pentynoic acid | HCID 22464 | — |
| Reactant | Sodium Ascorbate | HCID 23667548 | — |
| Catalyst | Cupric acetate | HCID 8895 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3-(1-Benzyl-1H-1,2,3-triazol-4-yl)propanoic acid | HCID 24751959 | — |
Reaction Steps
Benzyl azide (2.82 ml, 21.18 mmol) was dissolved in tert-butanol (212 ml) and water (212 ml). Pent-4-ynoic acid (2.078 g, 21.18 mmol) was added followed by copper (II) acetate (385 mg, 2.118 mmol) and sodium L-ascorbate (837 mg, 4.24 mmol) and the reaction mixture was stirred vigorously overnight. Sodium chloride (solid) was added to the reaction mixture followed by EtOAc. The phases separated and the aqueous layer was further extracted with EtOAc. The organic phases were combined, dried over MgSO4 (anh), filtered and evaporated under reduced pressure and dried in a vacuum oven to afford the title compound;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09409895B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-160f397b732e405c987f3b3de75cd7de |
| Source note | uspto-grants-2016_08 |