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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 542192Generated: October 25, 2026

Formaldehyde → 1-[Bis(hydroxymethyl)-methyl]-6,7-dimethoxy-3,4-dihydroisoquinoline

https://huagongshe.com/reaction/542192

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
Reactant3,4-Dihydro-6,7-dimethoxy-1-methylisoquinolineHCID 22652—
ReactantSodium MethoxideHCID 10942334—
SolventMethanolHCID 887—
Product1-[Bis(hydroxymethyl)-methyl]-6,7-dimethoxy-3,4-dihydroisoquinolineHCID 1369668079%

Reaction Steps

To 1 mole (205.3 g) of 1-methyl-6,7-dimethoxy-3,4-dihydroisoquinoline 100 ml of a 30% aqueous formaldehyde solution and then freshly prepared sodium methylate (1 g of sodium+50 ml of methanol) are added. The mixture is then slightly refluxed in 500 ml of methanol for 2 hours. The reaction mixture is evaporated under reduced pressure and the obtained crystalline product is recrystallized from a mixture of acetone and ether. The aimed compound is obtained with the same melting point as the product of Example 1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04656179
Source datasetuspto-grants-1987_04
ORD IDord-26e3d656308d441283e590390f0983fc
Source noteuspto-grants-1987_04