HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 54042425, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | O-Benzylhydroxylamine | HCID 102313 | — |
| Reactant | HCID 15463122 | HCID 15463122 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 54042425 | HCID 54042425 | 51.9% |
Reaction Steps
4-Oxo-4-[4-(4-phenyl-piperidin-1-yl)-phenyl]-butyric acid (1.0 g, 2.96 mmol) (Example 1) and carbonyldimidazole (0.51 g, 3.11 mmol) were stirred for 18 hours at room temperature under nitrogen. A slurry of O-Benzylhydroxylamine (0.57 g, 3.55 mmol) and triethylamine (0.49 mL, 3.55 mol) in THF (5 mL) was added in one portion and the resulting mixture refluxed for 18 hours, filtered, and washed with THF (50 mL). The filtrate was concentrated and columned on silica gel eluting with 50% ethyl acetate in hexanes to give 4-benzyloxyimino-4-[4-(4-phenyl-piperidin-1-yl)-phenyl]-butyric acid (0.68 g, %C,H,N found: 76.01, 6.89, 6.26).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06008220 |
| Source dataset | uspto-grants-1999_12 |
| ORD ID | ord-e84646f44abf4e848f2364e55f30899f |
| Source note | uspto-grants-1999_12 |