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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1784408Generated: November 1, 2026

Hydrochloric Acid → 6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride

https://huagongshe.com/reaction/1784408

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantFormaldehydeHCID 712—
Reactant3-MethoxyphenethylamineHCID 74866—
SolventWaterHCID 962—
Product6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochlorideHCID 292033590%

Reaction Steps

To a stirred suspension of 3-methoxyphenethylamine (50.4 g, 0.33 mol. 1.0 eq) in water (40 mL) was added 37% aqueous formaldehyde solution (27.5 mL, 1.1 eq) and stirring continued for 20 min. Concentrated HCl (80 mL) was added and the mixture heated at reflux for 1 h. After cooling to room temperature the mixture was evaporated to dryness. The residue was recrystallised from acetone, affording the desired product as a white solid (60.1 g, 90%) which was used without further purification for the next step. MH+ 164.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07504392B2
Source datasetuspto-grants-2009_03
ORD IDord-50686108a18240839b80a372583cce2c
Source noteuspto-grants-2009_03