HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → HCID 178526638, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 3-Nitrophenol | HCID 11137 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-(2-chloroethyl)-1H-imidazole hydrochloride | HCID 178478570 | — |
| Catalyst | Tetrabutylammonium Iodide | HCID 67553 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178526638 | HCID 178526638 | — |
Reaction Steps
240 mg (60% in oil, 6 mmol) of sodium hydride are added slowly to a solution of 1.67 g (12 mmol) of 3-nitrophenol in 10 ml of dimethylformamide and the mixture is stirred at room temperature for 1 hour. 200 mg (1.2 mmol) of 4-(2-chloroethyl)-1H-imidazole hydrochloride and tetrabutylammonium iodide (catalyst) are added and the mixture is stirred at 80° C. for 3 days. The reaction mixture is cooled and 150 ml of diethyl ether are added. The precipitate is separated by filtration and the filtrate is evaporated under reduced pressure to give a residue which is purified by preparative high performance chromatography. The title compound is converted to the oxalate and crystallized from ethanol, M.p.: 174°-178° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05559113 |
| Source dataset | uspto-grants-1996_09 |
| ORD ID | ord-2b0586a8bac3415b888e5e21f187448f |
| Source note | uspto-grants-1996_09 |