Phosphoric Acid → 4,5-Dimethyl-3-hydroxy-2,5-dihydro-2-furanone, (+)-
Reaktionsgleichung
[Na].[O:2]=[C:3]([CH:7]([CH3:11])[CH:8]([OH:10])[CH3:9])[C:4](O)=[O:5].P(=O)(O)(O)O>O>[OH:2][C:3]1[C:4](=[O:5])[O:10][C@@H:8]([CH3:9])[C:7]=1[CH3:11]Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
840 mg of the sodium salt of compound I were dissolved in 50 ml of H2O and brought to pH 2.0 with dilute phosphoric acid. The solution was held at 85° C. for 30 minutes and, after cooling, extracted with 2×50 ml of ethyl acetate. 320 mg (yield 50%) of compound III separated after removal of the solvent. Compound III, purified by preparative thin-layer chromatography (silica gel 60), exhibited an optical rotation of: [α]D20 : 21.66° (c 1.0 in chloroform).
Aufarbeitung
- temperatureafter cooling
- extractionextracted with 2×50 ml of ethyl acetate
Quellen und Nachweise
- ORD-Eintrag
- ord-49b3bf86766d415cb1a80ab0282af004
- Quelldatensatz
- uspto-grants-1995_09
- Patentnummer
- US05449823
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