HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 3-Oxo-3-(3-[1,2,3)triazol-1-yl-phenyl)-propionic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Potassium ethyl malonate | HCID 3446434 | — |
| Reactant | Magnesium Chloride | HCID 5360315 | — |
| Reactant | Methyl 3-azidobenzoate | HCID 11240787 | — |
| Reactant | ethyl chloroformate Et3N | HCID 19692316 | — |
| Reactant | 3-(1H-1,2,3-triazol-1-yl)benzoic acid | HCID 22224853 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Solvent | Trimethylsilylacetylene | HCID 66111 | — |
| Product | 3-Oxo-3-(3-[1,2,3)triazol-1-yl-phenyl)-propionic acid ethyl ester | HCID 69592868 | — |
Reaction Steps
The title compound was prepared from 3-[1,2,3]triazol-1-yl-benzoic acid, prepared by refluxing of methyl 3-azidobenzoate [CAS-No. 93066-93-4] in trimethylsilylacetylene, followed by saponification with aqueous NaOH in refluxing EtOH] by activation with ethyl chloroformate/Et3N and reaction with ethyl malonate potassium salt with Et3N and MgCl2 in CH3CN according to general procedure K (method a). Obtained as a light yellow solid (2.22 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06548495B2 |
| Source dataset | uspto-grants-2003_04 |
| ORD ID | ord-96749ca214584762abbaa5a54a73396b |
| Source note | uspto-grants-2003_04 |