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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1714692Generated: November 1, 2026

Dimethylamine → 3-[(Dimethylamino)methyl]-4-hydroxy-5-methoxybenzaldehyde

https://huagongshe.com/reaction/1714692

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamineHCID 674—
ReactantFormaldehydeHCID 712—
ReactantVanillinHCID 1183—
SolventEthanolHCID 702—
Product3-[(Dimethylamino)methyl]-4-hydroxy-5-methoxybenzaldehydeHCID 1487777—

Reaction Steps

18.0 g (0.15 mol) of a 40% aqueous dimethylamine solution were added to 12.0 g (0.15 mol) of a 37% aqueous formaldehyde solution in 90 ml of ethanol. Then 15.2 g (0.10 mol) of 4-hydroxy-3-methoxybenzaldehyde (vanillin) were added. The reaction mixture was refluxed for 30 minutes and stirred for a further 24 hours at room temperature. Then the reaction mixture was left to stand overnight in the refrigerator at 0 to 5° C. The precipitated solid was filtered out, washed with ice-cold acetone and dried. The result was a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07799096B2
Source datasetuspto-grants-2010_09
ORD IDord-37f91b1c96af4a438247721fd294bafc
Source noteuspto-grants-2010_09