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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2081497Generated: October 30, 2026

Formaldehyde → (2-Methyl-1,2,3,4-tetrahydroisoquinolin-3-yl)methanol

https://huagongshe.com/reaction/2081497

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantPotassium CarbonateHCID 11430—
Reactant(1,2,3,4-Tetrahydro-isoquinolin-3-yl)-methanolHCID 3752277—
ReactantSodiumHCID 5360545—
SolventFormic AcidHCID 284—
Product(2-Methyl-1,2,3,4-tetrahydroisoquinolin-3-yl)methanolHCID 589740—

Reaction Conditions

Temperature140 °C

Reaction Steps

In a sealed tube, a mixture of 1.80 g of 1,2,3,4-tetrahydro-3-isoquinolinemethanol, 1.69 g of 90% formic acid and 1.04 g of 35% formalin was heated at 140° C. for 16 hours. The reaction solution was cooled and then made alkaline by addition of 10% aqueous sodium solution. Subsequently, potassium carbonate was added to the solution and a precipitated oil was extracted with chloroform. The extract was dried over anhydrous sodium sulfate and placed under reduced pressure to remove the solvent. There was obtained 1.95 g of 2-methyl-1,2,3,4-tetrahydro-3-isoquinolinemethanol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05183811
Source datasetuspto-grants-1993_02
ORD IDord-5a05dda084ce464681427f416f392cdf
Source noteuspto-grants-1993_02