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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 545496Generated: October 29, 2026

Formaldehyde → N,N-Dimethylaniline

https://huagongshe.com/reaction/545496

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantDimethylformamideHCID 6228—
ReactantAcetonitrileHCID 6342—
ReactantTetrahydrofuranHCID 8028—
ReactantSodium cyanoborohydrideHCID 5003444—
ProductN,N-DimethylanilineHCID 949—

Reaction Steps

Alternatively the reduction can be accomplished with sodium cyanoborohydride in an inert solvent such as acetonitrile, dimethylformamide, or tetrahydrofuran. An alkyl aldehyde such as formaldehyde can be used in excess to obtain a dimethyl aniline of formula (24) (R5 and R6 each represent methyl). The reaction is accomplished at room temperture to the reflux temperature of the solvent for about 4 to 48 hours. The product can be isolated by common extractive techniques and purified by silica gel chromatography.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07935722B2
Source datasetuspto-grants-2011_05
ORD IDord-9d927092c13d4f1f84e16dc6d5a33423
Source noteuspto-grants-2011_05