تفاعل #1483047

ord-29c0bded4c804bdab46d5171c1f63922

معادلة التفاعل

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

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

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

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08900444B2uspto-grants-2014_12