反应 #1483047

ord-29c0bded4c804bdab46d5171c1f63922

反应方程式

CCCCNCCCC
N,N-dibutylamine
CCCCC(=O)Cl
Valeroyl chloride
CCCCNCCCC
dibutylamine
CCCCC(=O)N(CCCC)CCCC
N,N-dibutylpentanamide

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    workup.ADDITIONa round-bottom flask containing a magnetic stirring bar
  2. 2
    其他The flask was removed from ice
  3. 3
    萃取Two 500 mL extractions
  4. 4
    其他to remove the excess amine and ammonium chloride byproduct
  5. 5
    干燥dried with MgSO4
  6. 6
    其他Diethyl ether was removed under rotary evaporation and high vacuum

实验过程

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.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08900444B2uspto-grants-2014_12