HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Amino-4-methoxyphenol → 5-Methoxy-2-(3-trifluoromethylphenyl)-benzoxazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Amino-4-methoxyphenol | HCID 1419108 | — |
| Reactant | Ethyl 3-(trifluoromethyl)benzene-1-carboximidate hydrochloride | HCID 2730239 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-Methoxy-2-(3-trifluoromethylphenyl)-benzoxazole | HCID 12135412 | — |
Reaction Steps
A solution of compound 13 and compound 12 (850 mg, 6.13 mmol) in THF (10 mL) was heated to reflux and allowed to stir overnight. The reaction mixture was allowed to cool and the THF evaporated (in vacuo). The residue was dissolved in ethyl acetate and washed with water. The organic layer was dried over MgSO4 and treated with activated carbon Norit A. The mixture was filtered through Celite 521, and evaporated (in vacuo) and the residue was purified using column chromatography (20% Ethyl acetate/hexanes) to afford compound 10 as a light yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06849632B2 |
| Source dataset | uspto-grants-2005_02 |
| ORD ID | ord-222adf13858b4f44a1c49bfc04e45445 |
| Source note | uspto-grants-2005_02 |