Reacción #447163

Ecuación de reacción

p-butylbenzoyl chloride

6-amino-1-hexanol

triethylamine

→

desired product

Rendimiento 85.4%

4-Butyl-N-(6-hydroxyhexyl)benzamide

Rendimiento 85.4%

Disolventes

dichloromethane

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   LavadoThen the mixture was washed in succession with water, saturated sodium carbonate, water, and finally brine
2. 2
   SecadoThe organic layer was dried over anhydrous sodium sulfate
3. 3
   Otroevaporated in vacuo
4. 4
   OtroThe residue was triturated
5. 5
   Filtraciónfiltered
6. 6
   Lavadorinsed with cold hexane

Procedimiento

To a stirred solution of 23.5 g of 6-amino-1-hexanol and 30 g of triethylamine in 200 ml of dichloromethane, cooled in an ice bath, was added dropwise a solution of 43.3 g of p-butylbenzoyl chloride in 100 ml of dichloromethane. The mixture was allowed to stir at room temperature for 16 hours. Then the mixture was washed in succession with water, saturated sodium carbonate, water, and finally brine. The organic layer was dried over anhydrous sodium sulfate and evaporated in vacuo. The residue was triturated, filtered, and rinsed with cold hexane and gave 47.5 g of the desired product in 61% yield as a beige solid, m.p. 80°-81° C.

Fuente