Reacción #1061953

Ecuación de reacción

sodium bicarbonate

dichloromethane

4-Chlorobutyryl chloride

paraldehyde

paraldehyde

→

Cl(CH2)3CO2CHClCH3

Rendimiento 58.6%

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe reaction mixture as cooled to room temperature
2. 2
   OtroThe dichloromethane layer was separated
3. 3
   Secadodried over sodium sulfate
4. 4
   Concentraciónconcentrated in vacuo

Procedimiento

4-Chlorobutyryl chloride (12.69 g, 90 mmol) was mixed with paraldehyde (3.964 g, 30 mmol) and heated at 85° C. for 90 minutes. Additional paraldehyde (1.35 g) was added and the reaction mixture was stirred at 85° C. for an additional hour. The reaction mixture as cooled to room temperature, diluted with dichloromethane (100 ml) and stirred with saturated aqueous sodium bicarbonate (50 ml) at room temperature for 10 minutes. The dichloromethane layer was separated, dried over sodium sulfate and concentrated in vacuo to yield Cl(CH2)3CO2CHClCH3 which was vacuum distilled (55°-58° C. at 0.1 mm, 9.65 g, 58.6% yield) whose structure was confirmed by NMR.

Fuente