HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Xaliproden
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-(2-Bromoethyl)naphthalene | HCID 228270 | — |
| Reactant | 4-(3-(Trifluoromethyl)phenyl)-1,2,3,6-tetrahydropyridine hydrochloride | HCID 23435991 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Xaliproden | HCID 128919 | 90% |
Reaction Steps
A mixture of 12.5 g of 2-(2-bromoethyl)naphthalene, 14 g of 4-(3-trifluoromethylphenyl)-1,2,3,6-tetrahydropyridine hydrochloride, 4.34 g of sodium hydroxide, 135 ml of water and 95 ml of 95% ethanol is refluxed for 5 hours and the reaction mixture is then allowed to cool to room temperature overnight. It is cooled to below 25° C. and then filtered and the product isolated in this way is washed with water and dried under vacuum at 50° C. to give 1-[2-(naphth-2-yl)ethyl]-4-(3-trifluoromethylphenyl)-1,2,3,6-tetrahydropyridine base with a yield of 90%, calculated relative to the starting 4-(3-trifluoromethylphenyl)-1,2,3,6-tetrahydropyridine hydrochloride.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06344464B1 |
| Source dataset | uspto-grants-2002_02 |
| ORD ID | ord-8d66d163946f4fa2ab1ecd0f26fec2d2 |
| Source note | uspto-grants-2002_02 |