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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1089808Generated: October 31, 2026

Hydrochloric Acid → 8-Chloro-7-methoxy-4-(3,4-dimethoxyphenyl)-1,2,3,4-tetrahydroisoquinoline

https://huagongshe.com/reaction/1089808

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant2-Benzyl-8-chloro-7-methoxy-4-(3,4-dimethoxyphenyl)-1,2,3,4-tetrahydroisoquinolineHCID 10788426—
CatalystHCID 178418390HCID 178418390—
SolventEthanolHCID 702—
Product8-Chloro-7-methoxy-4-(3,4-dimethoxyphenyl)-1,2,3,4-tetrahydroisoquinolineHCID 1061667765.2%

Reaction Steps

1.13 g of 2-benzyl-8-chloro-7-methoxy-4-(3,4-dimethoxyphenyl)-1,2,3,4-tetrahydroisoquinoline was dissolved in 28 ml of ethanol, and after adding thereto 0.22 ml of 12N hydrochloric acid, hydrogenation reaction was performed by addition of 0.1 g of 10% palladium-carbon. After the hydrogenation reaction was over, the reaction solution was filtered, and concentrated. The residue was dissolved in chloroform, washed with saturated aqueous sodium hydrogen carbonate solution and water, and dried over anhydrous magnesium sulfate. The solvent was distilled off, and the residue was recrystallized from ethyl acetate-n-hexane, giving 580 mg of 8-chloro-7-methoxy-4-(3,4-dimethoxyphenyl)-1,2,3,4-tetrahydroisoquinoline (m.p. 130°-132° C.). ##STR59##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05079256
Source datasetuspto-grants-1992_01
ORD IDord-25690b0bd77a4650b43b091eff2b9e11
Source noteuspto-grants-1992_01