Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl formate | HCID 7865 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Methyl (5-phenyl-1H-1,2,4-triazol-1-yl)acetate | HCID 53935479 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67826908 | HCID 67826908 | 99.7% |
Reaction Steps
Sodium hydride (0.88 g, 0.018 mol, 50% dispersion in oil) was washed with dry petrol 40°-60° and suspended in DMF (15 ml). A mixture of methyl [5-phenyl-1,2,4-triazol1-yl]-acetate (2.0 Og, 0.009 mol) and methyl formate (11.4 ml, 0.18 mol) in DMF (15 ml) was added at room temperature with stirring over 10 minutes. After 2 hours aqueous potassium carbonate (200 ml, 10%) was added and the aqueous layer extracted with diethyl ether (2×100 ml), then the aqueous layer was neutralised with concentrated hydrochloric acid and then extracted with ethyl acetate (3×150 ml). The ethyl acetate extract was washed with brine and dried then evaporated under reduced pressure to give methyl 3-hydroxy-2-[5-phenyl-1,2,4-triazol-1-yl]acrylate (2.2 g) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05091407 |
|---|
| Source dataset | uspto-grants-1992_02 |
|---|
| ORD ID | ord-eb552b7b08f744e8b108ceef7a8b5ef4 |
|---|
| Source note | uspto-grants-1992_02 |
|---|