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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 354684Generated: October 26, 2026

Diethyl Malonate → Diethyl 2,4,5-trimethoxybenzylidenemalonate

https://huagongshe.com/reaction/354684

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl MalonateHCID 7761—
ReactantPiperidineHCID 8082—
Reactant2,4,5-TrimethoxybenzaldehydeHCID 20525—
CatalystBenzoic AcidHCID 243—
SolventTolueneHCID 1140—
ProductDiethyl 2,4,5-trimethoxybenzylidenemalonateHCID 1310374887.8%

Reaction Steps

In 80 ml of toluene is dissolved 5.9 g of 2,4,5-trimethoxybenzaldehyde, followed by addition of 4.8 g of diethyl malonate, 0.3 ml of piperidine and 0.3 g of benzoic acid. The mixture is heated under reflux for 4 hours, water being removed via an ester tube. After cooling, the solvent is distilled off under reduced pressure and the residual crystals are recovered by filtration with n-hexane to give 8.9 g (87.3%) of diethyl 2,4,5-trimethoxybenzylidenemalonate, m.p. 86°-87° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04376777
Source datasetuspto-grants-1983_03
ORD IDord-6f93c1aa4d9b48f088f2bd32e5d97be1
Source noteuspto-grants-1983_03