Reaktionsgleichung
[C:1]([NH:4][C:5]([CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([C:21]#[N:22])[CH:16]=1)(C([O-])=O)[C:6]([O:8][CH2:9][CH3:10])=[O:7])(=[O:3])[CH3:2].[I-].[Li+].CN(C)C=O.O>C(OCC)(=O)C.C1CCCCC1>[C:1]([NH:4][CH:5]([CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([C:21]#[N:22])[CH:16]=1)[C:6]([O:8][CH2:9][CH3:10])=[O:7])(=[O:3])[CH3:2]Komponenten
Reaktionsbedingungen
- Temperatur
- 150 °C
Versuchsvorschrift
The process is performed as in Example 5, starting with 14.9 g of ethyl 2-acetylamino-2-(3-cyanobenzyl)malonate, 30 g of anhydrous lithium iodide and 150 cm3 of dry dimethylformamide. After stirring for 5 hours at a temperature in the region of 150° C., the reaction mass is cooled to room temperature. 1500 cm3 of water are added and the mixture is extracted with 3 times 300 cm of ethyl acetate. The extracts are combined, dried over magnesium sulfate, filtered and concentrated under reduced pressure (5 kPa) at a temperature in the region of 45° C. After drying in an oven at a temperature in the region of 40° C. under reduced pressure (10 Pa), 11.39 g of ethyl (2RS)-2-acetylamino-3-(3-cyanophenyl)propanoate are obtained in the form of a beige-colored paste. (Rf=0.51 in a 90/10 by volume mixture of ethyl acetate/cyclohexane, on a Merck 60F254R silica plate).
Aufarbeitung
- temperaturethe reaction mass is cooled to room temperature
- extractionthe mixture is extracted with 3 times 300 cm of ethyl acetate
- dry with materialdried over magnesium sulfate
- filtrationfiltered
- concentrationconcentrated under reduced pressure (5 kPa) at a temperature in the region of 45° C
- dry with materialAfter drying in an oven at a temperature in the region of 40° C. under reduced pressure (10 Pa), 11.39 g of ethyl (2RS)-2-acetylamino-3-(3-cyanophenyl)propanoate
- customare obtained in the form of a beige-colored paste
Quellen und Nachweise
- ORD-Eintrag
- ord-d79adc6f76f347a3a7b2f752585c18da
- Quelldatensatz
- uspto-grants-2004_03
- Patentnummer
- US06699895B2
Verknüpfte Notizen
Wird geladen…