HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Iodide → 1-[3-(4-Fluorophenoxy)propyl]-alpha,alpha-bis(4-fluorophenyl)-4-piperidinemethanol fumarate hydrate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1-(3-Chloropropoxy)-4-fluorobenzene | HCID 74391 | — |
| Reactant | Bis(4-fluorophenyl)(piperidin-4-yl)methanol | HCID 11208889 | — |
| Reactant | 4-(Diphenylmethylene)-1-(3-phenoxypropyl)piperidine oxalate | HCID 23036335 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | 1-[3-(4-Fluorophenoxy)propyl]-alpha,alpha-bis(4-fluorophenyl)-4-piperidinemethanol fumarate hydrate | HCID 23036289 | 39% |
Reaction Steps
This compound was prepared according to the procedure used to synthesize the compound of Example 1. A mixture of 3.0 g (0.01 mole) of α,α-bis (p-fluorophenyl)-4-piperidinemethanol, 1.9 g (0.01 mole) of 1-chloro-3-(4-fluorophenoxy) propane, 5.3 g (0.035 mole) of anhydrous sodium carbonate and 0.3 g of potassium iodide in 100 ml of 1-butanol gave a solid as residue. The solid was further purified by column chromatography on 60 g of Florisil®. Fractions eluted with 2-10% acetone in benzene were combined and concentrated to give a solid residue. The solid was converted to the furmaric acid salt and this solid was recrystallized from isopropanol to yield 2.2 g (39%) of title compound as a white solid, mp 155°-157° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04950674 |
| Source dataset | uspto-grants-1990_08 |
| ORD ID | ord-7ae97e7b12c543a1b7cafb8f59ebde5d |
| Source note | uspto-grants-1990_08 |