HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → 3-(4-Benzyloxy-phenyl)-5-imidazol-1-ylmethyl-isoxazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methanesulfonic acid 3-(4-benzyloxy-phenyl)-isoxazol-5-ylmethyl ester | HCID 59667381 | — |
| Catalyst | Tetrabutylammonium Iodide | HCID 67553 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-(4-Benzyloxy-phenyl)-5-imidazol-1-ylmethyl-isoxazole | HCID 46893778 | — |
Reaction Steps
Methanesulfonic acid-3-(4-benzyloxy-phenyl)-isoxazol-5-ylmethyl ester (600 mg, 1.67 mmol), imidazole (170 mg, 2.50 mmol), potassium carbonate (460 mg, 3.34 mmol), and TBAI (200 mg, 0.54 mmol) were placed in 20 ml of DMF and stirred for 2 hours. The completion of the reaction was confirmed by LC, and then a crude solid compound obtained from distillation of the DMF under reduced pressure was extracted with ethyl acetate and water. The ethyl acetate was distilled off under reduced pressure to obtain a white solid compound. The compound was purified by silica chromatography (methylene chloride:MeOH=20:1) to obtain 3-(4-benzyloxy-phenyl)-5-imidazol-1-ylmethyl-isoxazole as a white solid compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08828992B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-76dcf39e19b440bcbcb98d072d97b2d3 |
| Source note | uspto-grants-2014_09 |