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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1709898Generated: October 31, 2026

Potassium Iodide → 1-[3-(4-Fluorophenoxy)propyl]-alpha,alpha-bis(4-fluorophenyl)-4-piperidinemethanol fumarate hydrate

https://huagongshe.com/reaction/1709898

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium IodideHCID 4875—
ReactantSodium CarbonateHCID 10340—
Reactant1-(3-Chloropropoxy)-4-fluorobenzeneHCID 74391—
ReactantBis(4-fluorophenyl)(piperidin-4-yl)methanolHCID 11208889—
Reactant4-(Diphenylmethylene)-1-(3-phenoxypropyl)piperidine oxalateHCID 23036335—
Solvent1-ButanolHCID 263—
Product1-[3-(4-Fluorophenoxy)propyl]-alpha,alpha-bis(4-fluorophenyl)-4-piperidinemethanol fumarate hydrateHCID 2303628939%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04950674
Source datasetuspto-grants-1990_08
ORD IDord-7ae97e7b12c543a1b7cafb8f59ebde5d
Source noteuspto-grants-1990_08