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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2383043Generated: October 30, 2026

Ethanol → HCID 67538442, compound

https://huagongshe.com/reaction/2383043

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantHCID 53494239HCID 53494239—
CatalystPalladiumHCID 23938—
SolventTriethylamineHCID 8471—
ProductHCID 67538442HCID 6753844297.3%

Reaction Steps

To 5-bromo-1-isopropyl-8-methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (3.0 g) were added EtOH (30 mL), triethylamine (1.3 mL), and 10% palladium-supported carbon (0.30 g), followed by stirring under a hydrogen atmosphere for 2 hours. The reaction liquid was filtered through celite and the solvent was evaporated. An aqueous 1 M NaOH solution was added to the reaction liquid, followed by extraction with EtOAc. The extract was washed with saturated brine, and then dried over magnesium sulfate. The solvent was evaporated and the resulting residue was dissolved in EtOAc (30 mL). 4 M HCl/EtOAc (5 mL) was added to the mixture, and the precipitated solid was collected to obtain 1-isopropyl-8-methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (2.2 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263607B2
Source datasetuspto-grants-2012_09
ORD IDord-76c999b9f10a490dbc078eeac649b98c
Source noteuspto-grants-2012_09