Reaktionsgleichung
[CH3:1][C:2]1([CH3:12])[O:6][C@@H:5]([CH2:7][C:8]([OH:10])=[O:9])[C:4](=[O:11])[O:3]1.C(N(C(C)C)C(C)C)C.CCN=C=NCCCN(C)C.Cl.C1C=CC2N(O)N=NC=2C=1.[C:44]1([O:54][CH3:55])[C:45](=[CH:47][CH:48]=[C:49]([CH:53]=1)[CH2:50][CH:51]=[CH2:52])O>ClCCl.CN(C1C=CN=CC=1)C>[CH2:50]([C:49]1[CH:48]=[CH:47][C:45]([O:9][C:8](=[O:10])[CH2:7][CH:5]2[C:4](=[O:11])[O:3][C:2]([CH3:12])([CH3:1])[O:6]2)=[C:44]([O:54][CH3:55])[CH:53]=1)[CH:51]=[CH2:52]Komponenten
Edukt 6
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- 25 °C
Versuchsvorschrift
To a solution of ((S)-2,2-Dimethyl-5-oxo-[1,3]dioxolan-4-yl)-acetic acid (2.1 g, 12.0 mmol) in dichloromethane were added N-ethyldiisopropyl amine (10.3 mL), EDCI. HCl (6.9 g, 36.0 mmol), HOBt (1.8 g, 12.0 mmol), DMAP (0.14 g, 1.2 mmol) at ice temperature (0° C.) and the reaction mixture was stirred at same temperature over a period of 15 min. Then eugenol (2.18 g, 13.2 mmol) was added to the reaction mixture at same temperature and the mixture was stirred at room temperature (25° C.) over a period of 12 h. The resulting mixture was diluted with dichloromethane (200 mL), washed with water (4×100 mL), dried (Na2SO4) and concentrated. The crude product obtained was further purified by column chromatography to obtain colourless solid (2.3 g, 60%).
Aufarbeitung
- washwashed with water (4×100 mL)
- dry with materialdried (Na2SO4)
- concentrationconcentrated
- customThe crude product obtained
- customwas further purified by column chromatography
Quellen und Nachweise
- ORD-Eintrag
- ord-bf62190877414805a5b6d6cbbcb353d2
- Quelldatensatz
- uspto-grants-2014_09
- Patentnummer
- US08846721B2
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