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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1285437Generated: October 26, 2026

Hydrochloric Acid → 2(1H)-Quinolinone, 3,4-dihydro-6-(4-(4-(3-chlorophenyl)-1-piperazinyl)-1-hydroxybutyl)-

https://huagongshe.com/reaction/1285437

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium borohydrideHCID 4311764—
Reactant6-{1-Oxo-4-[4-(3-chlorophenyl)-1-piperazinyl]butyl}-3,4-dihydrocarbostyrilHCID 13064827—
SolventMethanolHCID 887—
Product2(1H)-Quinolinone, 3,4-dihydro-6-(4-(4-(3-chlorophenyl)-1-piperazinyl)-1-hydroxybutyl)-HCID 3067079—

Reaction Steps

3.0 Grams of 6-{1-oxo-4-[4-(3-chlorophenyl)-1-piperazinyl]butyl}-3,4-dihydrocarbostyril was added to 100 ml of methanol, under stirring condition 1.2 g of sodium borohydride was added gradually to the solution and stirred at a room temperature for 5 hours. Then 5 ml of concentrated hydrochloric acid was added to the reaction mixture and the mixture was concentrated under a reduced pressure to dryness. Then to this dried matter was added 50 ml of 2%-sodium hydroxide aqueous solution and the organic layer was extracted with dichloromethane. The dichloromethane layer was washed with water, dried and the dichloromethane was removed by distillation. The residue thus obtained was purified by a silica gel column chromatography, and recrystallized from isopropanol to obtain 2.2 g of 6-{1-hydroxy-4-[4-(3-chlorophenyl)-1-piperazinyl]butyl}-3,4-dihydrocarbostyril in colorless needle-like crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04567187
Source datasetuspto-grants-1986_01
ORD IDord-972a51041606473bbaeb923448d96736
Source noteuspto-grants-1986_01