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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1069396Generated: October 29, 2026

1-Phenethylamine → 1-Methyl-1,2,3,4-tetrahydroisoquinoline

https://huagongshe.com/reaction/1069396

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-PhenethylamineHCID 7408—
Reactant2-BromoethanolHCID 10898—
SolventDichloromethaneHCID 6344—
Product1-Methyl-1,2,3,4-tetrahydroisoquinolineHCID 9221486.1%

Reaction Conditions

Temperature52 °C

Reaction Steps

103.08 g (0.86 mole) of α-methylbenzylamine was dissolved in 110 ml of dichloromethane and 127.56 g (1.02 mole) of 2-bromoethanol was added thereto. This mixture was stirred at 52° C. for 50 hours to complete the reaction. The reaction solution was concentrated under reduced pressure and the residue was subjected to fractional distillation to obtain 109 g of the title compound, which had a pale yellow color.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06252076B1
Source datasetuspto-grants-2001_06
ORD IDord-7953eaebe44945829b3853f7220335f7
Source noteuspto-grants-2001_06