Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Butanol | HCID 263 | — |
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-[Bis(4-fluorophenyl)methyl]piperidine | HCID 13250544 | — |
| Reactant | 3-(p-Acetyl-m-methoxyphenoxy)propyl chloride | HCID 14407182 | — |
| Product | HCID 23036361 | HCID 23036361 | 73.4% |
Reaction Steps
A mixture of 4-[bis(4-fluorophenyl)methyl]piperidine (5.74 g, 0.024 mole), 1-[4-(3-chloropropoxy)-2-methoxyphenyl]ethanone (5.57 g, 0.024 mole), and potassium carbonate (5.54 g, 0.04 mole) was heated overnight at gentle reflux in 350 ml of 1-butanol containing potassium iodide (0.2 g). The reaction mixture was concentrated to dryness. The residue was partitioned several times between chloroform and water. The chloroform layer was back extracted with water and 5% sodium hydroxide. The chloroform layer was dried over sodium sulfate, filtered, and solvent removed to give an oil. The oil was converted to the oxalate salt and recrystallized from methanol-ethyl ether. A white solid was obtained and dried overnight in vacuo at 80° C. to give 10.04 g (73.4% yield) of white, crystalline product, mp 185°-186° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04950674 |
|---|
| Source dataset | uspto-grants-1990_08 |
|---|
| ORD ID | ord-64289cc1fd7b4662baa96168c02eb8c2 |
|---|
| Source note | uspto-grants-1990_08 |
|---|