HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Ethynylbenzonitrile → HCID 67515597, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Ethynylbenzonitrile | HCID 4547245 | — |
| Reactant | HCID 11769343 | HCID 11769343 | — |
| Reactant | Sodium Ascorbate | HCID 23667548 | — |
| Catalyst | Copper Sulfate | HCID 24462 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67515597 | HCID 67515597 | 84% |
Reaction Steps
Treat a solution of 3-azidomethyl-benzoic acid methyl ester (0.4 g, 2.1 mmol) and 4-cyanophenylacetylene (0.25 g, 2.00 mmol) in 1 mL of dichloromethane with 1 mL of 0.1 M aqueous copper (II) sulfate solution and sodium ascorbate (0.06 g, 0.30 mmol). Stir at room temperature overnight, dilute the reaction with CH2Cl2 and wash 3 times with H2O. Dry the organic layer over sodium sulfate, filter and concentrate to afford a solid. Suspend the residue in diethyl ether and filter to give 0.53 g, 84% yield of 3-[4-(4-cyano-phenyl)-[1,2,3]triazol-1-ylmethyl]-benzoic acid methyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09000154B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-36b1410c485b4acc8ccd778605ebfabb |
| Source note | uspto-grants-2015_04 |