Reacción #1483047

Ecuación de reacción

N,N-dibutylamine

Valeroyl chloride

dibutylamine

→

N,N-dibutylpentanamide

Disolventes

diethyl ether

diethyl ether

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONa round-bottom flask containing a magnetic stirring bar
2. 2
   OtroThe flask was removed from ice
3. 3
   ExtracciónTwo 500 mL extractions
4. 4
   Otroto remove the excess amine and ammonium chloride byproduct
5. 5
   Secadodried with MgSO4
6. 6
   OtroDiethyl ether was removed under rotary evaporation and high vacuum

Procedimiento

a round-bottom flask containing a magnetic stirring bar, diethyl ether (400 mL) and N,N-dibutylamine (37 mL, 0.22 mol, 2.2 equiv.) was cooled in ice for 30 minutes. Valeroyl chloride (12.0 mL, 0.099 mol, 1.0 equiv.) was combined with diethyl ether (75 mL) and added dropwise over 30 minutes to the stirring dibutylamine solution on ice. A white precipitate, likely the amine's chloride salt, was observed. The flask was removed from ice and stirred at room temperature for 3 h. Two 500 mL extractions were performed with dilute HCl (10 mL conc. HCl per 500 mL extraction) to remove the excess amine and ammonium chloride byproduct. The diethyl ether layer was retained and dried with MgSO4. Diethyl ether was removed under rotary evaporation and high vacuum, leaving crude N,N-dibutylpentanamide.

Fuente