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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1654094Generated: October 30, 2026

Ammonium Chloride → 8-[3-(4-Diphenylmethylpiperazine-1-yl)-2-hydroxy-propoxy]isoquinoline

https://huagongshe.com/reaction/1654094

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantPotassium tert-butoxideHCID 23665647—
Reactant3-(Chloro-2-hydroxypropyl)-1-diphenylmethylpiperazineHCID 86745773—
Reactant8-HydroxyisoquinolineHCID 135441711—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
Product8-[3-(4-Diphenylmethylpiperazine-1-yl)-2-hydroxy-propoxy]isoquinolineHCID 20079026—

Reaction Steps

In 15 ml of dried THF were dissolved 80 mg of 8-hydroxyisoquinoline and 204 mg of 4-(3-(chloro-2-hydroxypropyl)-1-diphenylmethylpiperazine synthesized in Example 23-(b), and 68 mg of potassium t-butoxide was further added thereto, followed by stirring at room temperature for 20 hours. The reaction liquid was then poured into 15 ml of an aqueous saturated ammonium chloride solution, and extraction was then performed with 150 ml of methylene chloride. After drying with an anhydrous Glauber's salt, the solvent was distilled off, and the resultant residue was purified through a silica gel thin-layer chromatograph. Development was carried out by the use of an effluent solvent of chloroform:methanol=25:1 for the purpose of separation and purification, with the result that 8-[3-(4-diphenylmethylpiperazine-1-yl)-2-hydroxy-propoxy]isoquinoline was obtained in an amount of 70 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05405843
Source datasetuspto-grants-1995_04
ORD IDord-1b98a06a9f4948929faeaa2b07acd2fb
Source noteuspto-grants-1995_04