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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1264891Generated: November 2, 2026

Hydrochloric Acid → 1-Methyl-1,2,3,4-tetrahydroisoquinoline

https://huagongshe.com/reaction/1264891

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
Reactant1-Methyl-3,4-dihydroisoquinolineHCID 231502—
ReactantSodium borohydrideHCID 4311764—
SolventEthanolHCID 702—
Product1-Methyl-1,2,3,4-tetrahydroisoquinolineHCID 9221493.9%

Reaction Steps

To the suspension of sodium borohydride (5.28 g, 138 mmol) in ethanol, was added the compound (19.8 g, 133.8 mmol) prepared in Step 2 above. The reaction mixture was stirred for 1 hour at room temperature, cooled to below 5° C. acidified with diluted hydrochloric acid, neutralized with sodium hydroxide solution, and extracted with ethyl acetate. The ethyl acetate layer was dried over anhydrous sodium sulfate and concentrated in vacuo to give 18.5 g of the titled compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06545008B1
Source datasetuspto-grants-2003_04
ORD IDord-0fa1402e6a6f4ab190954b032f6929b3
Source noteuspto-grants-2003_04