Reacción #1375837

Ecuación de reacción

N-(4-Chlorophenyl)alanine ethyl ester

n-butyl iodide

2,6-lutidine

→

ester

N-(4-Chlorophenyl)-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 250 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
   OtroThe resulting oil was chromatographed on silica gel

Procedimiento

N-(4-Chlorophenyl)alanine ethyl ester (4.5 g, 0.02 mol), n-butyl iodide (3.6 g, 0.02 mol) and 2,6-lutidine (2.5 g, 0.025 mol) were sealed in a glass tube and the contents were heated at 135° C. for 48 h. The tube was then cooled, and the contents were partitioned between 250 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 chromatographed on silica gel using heptane:THF (4:1) as the eluant. The ester was isolated as a colorless oil (2.5 g, 45%).

Fuente