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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2247843Generated: November 3, 2026

Hydrochloric Acid → O-Desmethylnaftopidil

https://huagongshe.com/reaction/2247843

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactanto-(1-Piperazinyl)phenolHCID 70530—
Reactant2-((1-Naphthalenyloxy)methyl)oxiraneHCID 91521—
SolventIsopropanolHCID 3776—
ProductO-DesmethylnaftopidilHCID 131490—

Reaction Steps

4.56 g. (0.025 mole) 1-(2-hydroxyphenyl)-piperazine and 5.6 g. (0.028 mole) 2,3-epoxypropyl naphthyl ether are dissolved in 50 ml. isopropanol and the solution obtained is heated under reflux for 5 hours, while stirring. Thereafter, the reaction mixture is diluted with a further 50 ml. isopropanol and acidified isopropanolic hydrochloric acid. A voluminous product precipitates out which is filtered off with suction, washed several times with isopropanol and recrystallised from methanol. Yield 8.8 g. (77% of theory); m.p. 249°-250° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05037828
Source datasetuspto-grants-1991_08
ORD IDord-9bff4c8e78374c90bbd23174a122af5c
Source noteuspto-grants-1991_08