Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1709899Generated: October 30, 2026

Oxalic Acid → [4-[3-[4-[Bis(4-fluorophenyl)hydroxymethyl]-1-piperidinyl]propoxy]phenyl]carbamic acid ethyl ester oxalate hydrate

https://huagongshe.com/reaction/1709899

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalic AcidHCID 971—
ReactantSodium CarbonateHCID 10340—
ReactantBis(4-fluorophenyl)(piperidin-4-yl)methanolHCID 11208889—
ReactantN-[4-(3-Chloropropoxy)phenyl]carbamic acid ethyl esterHCID 14407186—
Reactant4-(Diphenylmethylene)-1-(3-phenoxypropyl)piperidine oxalateHCID 23036335—
CatalystPotassium IodideHCID 4875—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product[4-[3-[4-[Bis(4-fluorophenyl)hydroxymethyl]-1-piperidinyl]propoxy]phenyl]carbamic acid ethyl ester oxalate hydrateHCID 7037333450%

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(4-fluorophenyl)-4-piperidinemethanol, 2.6 (0.01 mole) of N-[4-(3-chloropropoxy) phenyl]carbamic acid ethyl ester, 5.3 g (0.05 mole) of anhydrous sodium carbonate and 0.3 g of potassium iodide in 100 ml of dimethylformamide heated in a steambath for 24 hr gave a gum as residue. The gum was converted to the oxalic acid salt in ethyl acetate and the solid was recrystallized from 2-propanol to yield 32 g (50%) of title compound as a white solid, mp 70°-90° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04950674
Source datasetuspto-grants-1990_08
ORD IDord-4915868faa5542e2bf68bd1952a72ade
Source noteuspto-grants-1990_08