Reacción #1929063
ord-11b227e362d247d6abe34ac0f6d8f0d4
Ecuación de reacción
6-(2-cyan-acetylamino)hexanoic acid
3-dimethylamino-4-methoxybenzaldehyde
piperidine
→
6-[2-cyan-3-(3-dimethylamino-4-methoxy-phenyl)acryloylamino]hexanoic acid
Reactivos
Ninguno
Disolventes
Condiciones de reacción
Condiciones detalladas
See reaction.notes.procedure_details.
Tratamiento posterior
- 1OtroAfter evaporation of the reaction mixture the residue
- 2ExtracciónThe aqueous phase was extracted with ethyl acetate
- 3LavadoThe collected ethyl acetate phases were washed with NaCl-Solution
- 4Otrodried
- 5Otroevaporated
- 6OtroThe residue was chromatographed on SiO2 with ethyl acetate under low pressure
- 7OtroThe product was crystallized from little ethyl acetate
Procedimiento
3.96 g (20 mMol 6-(2-cyan-acetylamino)hexanoic acid was dissolved in 27 ml pyridine. 3.64 g (20 mMol) 3-dimethylamino-4-methoxybenzaldehyde and 0.6 mL piperidine were added to the solution and the reaction mixture was stirred for 20 hours. After evaporation of the reaction mixture the residue was solved in 150 ml ethyl acetate and 150 ml water and the pH was adjusted with pure acetic acid to 4.2. The aqueous phase was extracted with ethyl acetate. The collected ethyl acetate phases were washed with NaCl-Solution, dried and evaporated. The residue was chromatographed on SiO2 with ethyl acetate under low pressure. The product was crystallized from little ethyl acetate.