HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-Propenoic acid, 2-(acetyloxy)-, methyl ester → (S)-methyl 2-methylcarbonyloxypropanoate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2-Propenoic acid, 2-(acetyloxy)-, methyl ester | HCID 11137277 | — |
| Edukt | HCID 178418361 | HCID 178418361 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Lösungsmittel | Diphosphane | HCID 139283 | — |
| Lösungsmittel | Bis(norbornadiene)rhodium(I) tetrafluoroborate | HCID 10915722 | — |
| Produkt | (S)-methyl 2-methylcarbonyloxypropanoate | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07015342B2 |
| Quelldatensatz | uspto-grants-2006_03 |
| ORD ID | ord-0489fe46fcc448b680af3d1bea2f9f8d |
| Quellennotiz | uspto-grants-2006_03 |