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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2293124Generated: October 30, 2026

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

https://huagongshe.com/reaction/2293124

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

1.76g of sodium borohydride(46 mM) was suspended in 80 ml of ethanol, and 6.48 g of the compound(44.6 mM) prepared in Step 2 above was added thereto. The resultant mixture was stirred at an ambient temperature for an hour and cooled to below 5° C., which was then acidified by adding dilute hydrochloric acid. After making the reaction solution alkaline by adding sodium hydroxide, it was extracted from ethyl acetate. The ethyl acetate layer was dried over anhydrous sodium sulfate and concentrated under a reduced pressure to give 6.17 g of the title compound as oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05686458
Source datasetuspto-grants-1997_11
ORD IDord-d6463ff2312e4f36880f643bfc274709
Source noteuspto-grants-1997_11