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HRID 1744412Erstellt: 27. Oktober 2026

Dimethyl itaconate → Butanedioic acid, 2-methyl-, 1,4-dimethyl ester

https://huagongshe.com/reaction/1744412

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethyl itaconateHCID 69240—
EduktHCID 178418361HCID 178418361—
LösungsmittelMethanolHCID 887—
LösungsmittelDiphosphaneHCID 139283—
LösungsmittelBis(norbornadiene)rhodium(I) tetrafluoroborateHCID 10915722—
LösungsmittelToluene methanolHCID 21867641—
ProduktButanedioic acid, 2-methyl-, 1,4-dimethyl esterHCID 15350—

Reaktionsschritte

In a 50 ml Schlenk vessel, Rh(nbd)2BF4 (4.7 mg, 1 mol %) and the diphosphine ligand (1 mol %) were dissolved in toluene/MeOH (6 ml, 5:1) under argon. After all of the rhodium complex had gone into solution, dimethyl itaconate (200 mg, 1.26 mmol) dissolved in MeOH (4 ml) was added. The Schlenk vessel was subsequently connected via a three-way stopcock with a hydrogen balloon and an oil pump and the inert gas atmosphere was replaced by hydrogen. The reaction mixture was stirred at room temperature for the time indicated and the solvent was then distilled off on a rotary evaporator. The residue was filtered through a short silica gel column (eluent: diethyl ether). Compound (R)-7 was obtained as a colorless oil in quantitative yield.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07015342B2
Quelldatensatzuspto-grants-2006_03
ORD IDord-d4b2c0d354ce469fba8daef67460cea9
Quellennotizuspto-grants-2006_03