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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2415371Generated: October 25, 2026

Dimethylformamide → (2E)-2-Benzylidenebutanedioic Acid

https://huagongshe.com/reaction/2415371

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantOxalyl chlorideHCID 65578—
Reactant(2E)-3-(4-(methoxycarbonyl)phenyl)prop-2-enoic acidHCID 1472795—
SolventTetrahydrofuranHCID 8028—
Product(2E)-2-Benzylidenebutanedioic AcidHCID 820629—

Reaction Conditions

Temperature50 °C

Reaction Steps

A solution of (E)-4-carbomethoxycinnamic acid (5.09 g, 24.7 mmol) was dissolved in dry THF (25 mL) and treated under an argon atmosphere with oxalyl chloride (3.00 mL, 34.4 mmol) and a drop of dry DMF. After heating at 50° C. for 2 hours, the reaction mixture was concentrated in vacuo to yield the acid chloride of (E)-carboxymethyl cinnamic acid as a tan solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06818646B2
Source datasetuspto-grants-2004_11
ORD IDord-110ef525cb0e443b9b036957dddc89af
Source noteuspto-grants-2004_11