HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 2-[4-(5-Oxazolyl)phenyl]-2-methyl-1,3-dioxolane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Tosylmethyl isocyanide | HCID 161915 | — |
| Reactant | 4-(2-Methyl-1,3-dioxolan-2-yl)benzaldehyde | HCID 11961584 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-[4-(5-Oxazolyl)phenyl]-2-methyl-1,3-dioxolane | HCID 22316714 | 37.4% |
Reaction Steps
To a stirred solution of 2-(4-formylphenyl)-2-methyl-1,3-dioxolane (1.58 g, 8.23 mmol) in methanol (10 ml) was added tosylmethyl isocyanide (2.0 g, 10.3 mmol), potassium carbonate (1.42 g, 10.3 mmol), and the mixture was heated at reflux temperature for 2 hours. The reaction mixture was diluted with water and the whole was extracted with CH2Cl2. The organic layer was washed with brine, dried over MgSO4, and concentrated in vacuo. The residue was purified by flash chromatography eluting with ethyl acetate-hexane (1:4) to give the title compound (711 mg, 37% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06949536B2 |
| Source dataset | uspto-grants-2005_09 |
| ORD ID | ord-e359f5e4807b41ab839d44e9ee5ccb61 |
| Source note | uspto-grants-2005_09 |