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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 434519Generated: October 27, 2026

Hydrochloric Acid → 1-(5-Phenyl-4,5-dihydroisoxazol-3-ylmethyl)-4-(4-chlorophenyl)-4-hydroxypiperidine hydrochloride

https://huagongshe.com/reaction/434519

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPotassium CarbonateHCID 11430—
Reactant4-(4-Chlorophenyl)-4-hydroxypiperidineHCID 38282—
Reactant3-(Chloromethyl)-5-phenyl-4,5-dihydro-1,2-oxazoleHCID 11458249—
SolventEthanolHCID 702—
SolventDiisopropyl EtherHCID 7914—
Product1-(5-Phenyl-4,5-dihydroisoxazol-3-ylmethyl)-4-(4-chlorophenyl)-4-hydroxypiperidine hydrochlorideHCID 20492822—

Reaction Steps

3-Chloromethyl-5-phenyl-4,5-dihydroisoxazole (5.87 g), 6.3 g of 4-(4-chlorophenyl)-4-hydroxypiperidine, 4 g of potassium carbonate and 50 ml of ethanol are heated to 60°-70° C. with stirring for 6 hours. The reaction mixture is filtered and the filtrate is condensed by distillation under reduced pressure. To the residue are added 200 ml of ethyl acetate and 100 ml of water. The organic layer is separated off, washed with water, dried on magnesium sulfate and evaporated under reduced pressure. The residue thus obtained is dissolved in isopropyl ether and alcoholic hydrochloric acid is added to the solution. The crystals thus formed are filtered and then recrystallized from isopropyl alcohol, giving 1-(5-phenyl-4,5-dihydroisoxazol-3-ylmethyl)-4-(4-chlorophenyl)-4-hydroxypiperidine hydrochloride. Melting point: 175°-176° C. (decomposition)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04397853
Source datasetuspto-grants-1983_08
ORD IDord-8899a4c4c5234056a750af5002a1a8a4
Source noteuspto-grants-1983_08