HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Nitrophenol → HCID 18789608, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Nitrophenol | HCID 11137 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | [1-(triphenylmethyl)-1H-imidazol-4-yl]methanol | HCID 382182 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 18789608 | HCID 18789608 | 66.2% |
Reaction Steps
To a solution of diethyl azodicarboxylate (2.1 mL) in tetrahydrofuran (THF) (40 mL) was added (1-trityl-1H-imidazole-4-yl)methanol (2.23 g, prepared as described in J. Med. Chem. (1977)20:721) and 3-nitrophenol (2 g). To this mixture at 0° C. was added dropwise a solution of triphenyl phosphine (3.44 g) in THF (60 mL). The reaction mixture was stirred at room temperature overnight. After evaporation of the solvent the residue was chromatographed on silica gel eluting with ethyl acetate:hexane (40:60) to isolate 4-(3-nitro-phenoxymethyl)-1-trityl-1H-imidazole (2 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05952362 |
| Source dataset | uspto-grants-1999_09 |
| ORD ID | ord-c8af56e484f048dfaacb947c66529546 |
| Source note | uspto-grants-1999_09 |