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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2247844Generated: November 1, 2026

Hydrochloric Acid → 4-(4-{2-Hydroxy-3-[(naphthalen-1-yl)oxy]propyl}piperazin-1-yl)-3-methoxyphenol

https://huagongshe.com/reaction/2247844

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantIsopropanolHCID 3776—
Reactant2-((1-Naphthalenyloxy)methyl)oxiraneHCID 91521—
ReactantHCID 14966308HCID 14966308—
SolventMethanolHCID 887—
SolventDiethyl EtherHCID 3283—
Product4-(4-{2-Hydroxy-3-[(naphthalen-1-yl)oxy]propyl}piperazin-1-yl)-3-methoxyphenolHCID 131491—

Reaction Steps

A solution of 4.16 g. (0.02 mole) 1-(2-methoxy-4-hydroxyphenyl)-piperazine and 4.2 g. (0.021 mole) 2,3-epoxypropyl naphthyl ether in 50 ml. isopropanol is heated under reflux for 4 hours, while stirring. The solution is evaporated and the tarry residue obtained is dissolved in methanol. It is acidified with isopropanolic hydrochloric acid and diethyl ether carefully added thereto, an oily product precipitating out which is separated by decanting off. The solution is diluted with acetone. After a short time, the compound begins to crystallise out. When crystallisation is complete, the crystals are filtered off with suction and again recrystallised from methanol/diethyl either. Yield 4.8 g. (50% of theory); m.p. 230°-232° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05037828
Source datasetuspto-grants-1991_08
ORD IDord-82f7cfa5078c448494299f8eb40bc5d3
Source noteuspto-grants-1991_08