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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2174439Generated: October 30, 2026

Diethyl Malonate → Diethyl 2-vinylcyclopropane-1,1-dicarboxylate

https://huagongshe.com/reaction/2174439

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl MalonateHCID 7761—
ReactantPotassium HydroxideHCID 14797—
Reactanttrans-1,4-Dibromo-2-buteneHCID 641245—
ReactantTricaprylylmethyl ammonium chlorideHCID 77620884—
SolventDichloromethaneHCID 6344—
ProductDiethyl 2-vinylcyclopropane-1,1-dicarboxylateHCID 11102589%

Reaction Steps

Patent Document 1 and Example 21 of Patent Document 2 describe that trans-1,4-dibromo-2-butene is allowed to react with diethyl malonate in dichloromethane in the presence of potassium hydroxide (90% flake form) and tricaprylylmethylammonium chloride, so as to obtain 1,1-di-ethoxycarbonyl-2-vinylcyclopropane at a yield of 89%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09061991B2
Source datasetuspto-grants-2015_06
ORD IDord-29b86c7a8ab84cbfaaab475bfc5752d2
Source noteuspto-grants-2015_06