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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1614626Generated: October 27, 2026

Hydrochloric Acid → 4-[(4-Fluorophenyl)[(4-fluorophenyl)amino]methyl]-alpha-(phenoxymethyl)-1-piperidineethanol dihydrochloride hemihydrate

https://huagongshe.com/reaction/1614626

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPhenyl glycidyl etherHCID 31217—
ReactantN,alpha-bis(4-fluorophenyl)-4-piperidinemethanamineHCID 19771957—
SolventAcetonitrileHCID 6342—
Product4-[(4-Fluorophenyl)[(4-fluorophenyl)amino]methyl]-alpha-(phenoxymethyl)-1-piperidineethanol dihydrochloride hemihydrateHCID 13171784053%

Reaction Steps

A mixture of 3.41 g (11.3 mmol) of the N,α-bis(4-fluorophenyl)-4-piperidinemethanamine and 2.20 g (14.7 mmol) of 1,2-epoxy-3-phenoxypropane in 400 mL of acetonitrile was heated at reflux for 46 h. The solvent was removed in vacuo, and the residue was subjected to flash chromatography (silica gel, eluted with 3% CH3OH in CH2Cl2) to give an oil. This was converted to the HCl salt, and the salt was recrystallized from CH3OH-ether to give give 3.20 g (53%) of a crystalline white solid, mp 229°-232° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05198449
Source datasetuspto-grants-1993_03
ORD IDord-eec900594e8548db9e56dd7b014ff32e
Source noteuspto-grants-1993_03