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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1604035Generated: November 1, 2026

2-Bromoethanol → (S)-1-methyl-1,2,3,4-tetrahydroisoquinoline

https://huagongshe.com/reaction/1604035

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-BromoethanolHCID 10898—
Reactant1-Phenethylamine, (-)-HCID 75818—
SolventDichloromethaneHCID 6344—
Product(S)-1-methyl-1,2,3,4-tetrahydroisoquinolineHCID 1120584588,312.602%

Reaction Conditions

Temperature51 °C

Reaction Steps

108.23 g(0.903 mmole) of (S)-(-)-α-methylbenzylamine was dissolved in 140 ml of dichloromethane and 144.0 g(1.071 mmole) of 2-bromoethanol was added thereto. This mixture was stirred at 51° C. for 52 hours to complete the reaction. The reaction solution was concentrated under reduced pressure and the residue was subjected to fractional distillation to obtain 117.4 g of the title compound, which had a pale yellow color.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05990311
Source datasetuspto-grants-1999_11
ORD IDord-2849bda1334a4a04b0a508704538893d
Source noteuspto-grants-1999_11