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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1744413Erstellt: 24. Oktober 2026

2-Propenoic acid, 2-(acetyloxy)-, methyl ester → (S)-methyl 2-methylcarbonyloxypropanoate

https://huagongshe.com/de/reaction/1744413

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-Propenoic acid, 2-(acetyloxy)-, methyl esterHCID 11137277—
EduktHCID 178418361HCID 178418361—
LösungsmittelMethanolHCID 887—
LösungsmittelDiphosphaneHCID 139283—
LösungsmittelBis(norbornadiene)rhodium(I) tetrafluoroborateHCID 10915722—
Produkt(S)-methyl 2-methylcarbonyloxypropanoateHCID 11051803—

Reaktionsschritte

In a 50 ml Schlenk vessel, Rh(nbd)2BF4 (5.2 mg, 1 mol %) and the diphosphine ligand (1 mol %) were dissolved in MeOH (10 ml) under argon. After all of the rhodium complex had gone into solution, methyl 2-acetoxyacrylate (200 mg, 1.39 mmol) was added. The Schienk 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 20 h and the solvent was then distilled off in an oil pump vacuum. The residue was purified by bulb tube distillation. The ester (S)-8 was obtained as a colorless oil in quantitative yield.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07015342B2
Quelldatensatzuspto-grants-2006_03
ORD IDord-0489fe46fcc448b680af3d1bea2f9f8d
Quellennotizuspto-grants-2006_03