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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2396036Generated: October 30, 2026

Dimethyl acetylenedicarboxylate → HCID 10022190, compound

https://huagongshe.com/reaction/2396036

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl acetylenedicarboxylateHCID 12980—
Reactant2,3-Bis(trimethylsiloxy)-1,3-butadieneHCID 4549866—
SolventTolueneHCID 1140—
ProductHCID 10022190HCID 10022190—

Reaction Steps

Under argon, a solution of 7.1 g (50 mmol) of acetylenedicarboxylic acid dimethyl ester in 30 ml of toluene is added dropwise to 12.5 g (50 mmol) of 2,3-bis(trimethylsilyloxy)-1,3-butadiene (95%) and then boiled under reflux for 19 hours. The reaction mixture is cooled, the solvent is evaporated off and the residue is distilled under a high vacuum (0.1 mbar,124°-127°), yielding the title compound in the form of a yellow, highly viscous oil, 1H-NMR (CDCl3): δ=0.18 (s, 18H), 3.09 (s, 4H), 3.78 (s, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05491144
Source datasetuspto-grants-1996_02
ORD IDord-26be43bb73d642cbb171def079a25efd
Source noteuspto-grants-1996_02