Reacción #1375835

Ecuación de reacción

N-(4-Carboxyethylphenyl)alanine ethyl ester

n-butyl iodide

2,6-lutidine

→

ester

N-(4-Carboxyethylphenyl)-N-(n-butyl)alanine ethyl ester

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe tube was then cooled
2. 2
   Otrothe contents were partitioned between 200 mL ethyl acetate and 200 mL brine
3. 3
   OtroThe organic layer was separated
4. 4
   Otrodried over anhyd
5. 5
   Concentraciónsodium sulfate and concentrated at reduced pressure
6. 6
   workup.ADDITIONThe resulting oil was charged onto a silica gel column
7. 7
   Lavadoeluted with heptane:THF (4:1)

Procedimiento

N-(4-Carboxyethylphenyl)alanine ethyl ester (2.6 g, 0.01 mol), n-butyl iodide (1.8 g, 0.01 mol) and 2,6-lutidine (1.5 g, 0.04 g) were sealed in a glass tube. The contents of the tube were heated at 135° C. for 48 h. The tube was then cooled and the contents were partitioned between 200 mL ethyl acetate and 200 mL brine. The organic layer was separated, dried over anhyd. sodium sulfate and concentrated at reduced pressure. The resulting oil was charged onto a silica gel column, and eluted with heptane:THF (4:1). The desired ester was isolated as a light yellow oil (0.5 g, 16%).

Fuente