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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1393319Generated: November 3, 2026

Diethyl fumarate → Diethyl 4-{[tert-butyl(dimethyl)silyl]oxy}-3-(4-fluorophenyl)cyclohex-4-ene-1,2-dicarboxylate

https://huagongshe.com/reaction/1393319

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl fumarateHCID 638144—
Reactant1Z-tert-butyl{[1-(4-fluorobenzylidene)prop-2-en-1-yl]oxy}dimethylsilaneHCID 21099309—
ProductDiethyl 4-{[tert-butyl(dimethyl)silyl]oxy}-3-(4-fluorophenyl)cyclohex-4-ene-1,2-dicarboxylateHCID 68541249—

Reaction Steps

To a solution of 37 g (˜80% pure, 133.1 mmol, 1 equiv.) of 1E and 1Z-tert-butyl{[1-(4-fluorobenzylidene)prop-2-en-1-yl]oxy}dimethylsilane (Example 1, step C) and 17 mL (18 g, 104.6 mmol) diethyl(2E)-but-2-enedioate in 200 mL xylenes under nitrogen atmosphere was heated at 160° C. for 5 hr then cooled to RT. The solvent was evaporated under vacuum to give an oil which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07345083B2
Source datasetuspto-grants-2008_03
ORD IDord-61f5e7c3a36a427084faa8cfbb49e0d8
Source noteuspto-grants-2008_03