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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1493179Generated: October 27, 2026

Dimethylamine → 2-[3-[3-(N,N-Dimethylaminomethyl)phenoxy]propyl]-1H-isoindole-1,3(2H)-dione

https://huagongshe.com/reaction/1493179

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamineHCID 674—
Reactant3-(3-(1,3-Dioxoisoindolin-2-yl)propoxy)benzaldehydeHCID 12810640—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product2-[3-[3-(N,N-Dimethylaminomethyl)phenoxy]propyl]-1H-isoindole-1,3(2H)-dioneHCID 12810611—

Reaction Steps

2-[3-[3-(Formyl)phenoxy]propyl]-1H-isoindole-1,3(2H) dione (132 g) and 33% ethanolic dimethylamine (300 ml) were hydrogenated at room temperature and atmospheric pressure in ethanol over 10% palladium on charcoal. The catalyst was filtered off and the filtrate evaporated to give the title compound as a yellow oil (142 g). TLC silica (ethyl acetate) Rf 0.35, m.p. (oxalate salt) 204°-207°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05021429
Source datasetuspto-grants-1991_06
ORD IDord-2fd0fd6ad18d4f8da6d9533d3ecf31a7
Source noteuspto-grants-1991_06