Réaction #76006

Équation de réaction

water

ethyl 2-acetylamino-2-(3-cyanobenzyl)malonate

lithium iodide

dimethylformamide

→

Ethyl (2RS)-2-acetylamino-3-(3-cyanophenyl)-propanoate

Solvants

ethyl acetate cyclohexane

Conditions de réaction

Traitement

1. 1
   Températurethe reaction mass is cooled to room temperature
2. 2
   Extractionthe mixture is extracted with 3 times 300 cm of ethyl acetate
3. 3
   Séchagedried over magnesium sulfate
4. 4
   Filtrationfiltered
5. 5
   Concentrationconcentrated under reduced pressure (5 kPa) at a temperature in the region of 45° C
6. 6
   SéchageAfter 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
7. 7
   Autreare obtained in the form of a beige-colored paste

Mode opératoire

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).

Source