HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → N-[2-Hydroxy-3-(1-naphthoxy)propyl]-1,1-dimethyl-2-(4-fluorophenyl)ethylamine Hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | 2-((1-Naphthalenyloxy)methyl)oxirane | HCID 91521 | — |
| Reactant | 1-(4-Fluorophenyl)-2-methyl-2-aminopropane | HCID 518471 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | N-[2-Hydroxy-3-(1-naphthoxy)propyl]-1,1-dimethyl-2-(4-fluorophenyl)ethylamine Hydrochloride | HCID 18459602 | — |
Reaction Steps
A stirred solution of 1-naphthyl glycidyl ether (400 mg, 2 mmol) and 1,1-dimethyl-2-(4-fluorophenyl)ethylamine (334 mg, 2 mmol) in absolute ethanol (2 mL) was heated at 50-60° C. for 16 hours. Chromatography of the resulting reaction mixture through silica (5×30 cm) using a gradient of chloroform to 5% methanol in chloroform afforded the free base of the title compound: GC/EI-MS, m/z (rel. int.) 368 (M+1, 1), 352 (2), 258 (100), 183 (5), 157 (4), 127 (5), 115 (18), 109 (23), 71 (30).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06432656B1 |
| Source dataset | uspto-grants-2002_08 |
| ORD ID | ord-db0315e7d96b479d8be09da65c5a955a |
| Source note | uspto-grants-2002_08 |