HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 5-Ethynyl-2-{[3-(trifluoromethyl)phenyl]oxy}benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Benzonitrile, 5-formyl-2-[3-(trifluoromethyl)phenoxy]- | HCID 86666203 | — |
| Reactant | (1E)-1-diazo-1-dimethoxyphosphorylpropan-2-one | HCID 136023029 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 5-Ethynyl-2-{[3-(trifluoromethyl)phenyl]oxy}benzonitrile | HCID 86697024 | — |
Reaction Steps
To a mixture of 5-formyl-2-{[3-(trifluoromethyl)phenyl]oxy}benzonitrile (1 g, 3.43 mmol) and dimethyl (1-diazo-2-oxopropyl)phosphonate (1.326 g, 6.87 mmol) in methanol (45 mL), was added potassium carbonate (2.373 g, 17.17 mmol) under argon. The reaction mixture was stirred for 1 h at rt, concentrated. The residue was dissolved in EtOAc (150 mL), washed with sat. ammonium hydrochloride solution (30 mL×3), water 30 mL, concentrated. Purification via ISCO system (EA/PE=1:20) afforded the title compound as a pale yellow oil. LC-MS (ESI): m/z 288 [M+H]+; 3.71 min (ret time).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08859573B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-86c9fb1851c745da989700b694f24279 |
| Source note | uspto-grants-2014_10 |