Реакция #487538

ord-ca611b5c5ba04339a7d021a1bbd71ce8

Уравнение реакции

O
water
CNOC.Cl
N,O-dimethylhydroxyamine hydrochloride
CCCCCCCCCC(=O)O
Decanoic acid
CCCCCCCCCC(=O)N(C)OC
N-methoxy-N-methyldecanamide
Выход 97.0%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    workup.ADDITIONwas then added to the solution
  2. 2
    workup.STIRRINGthe obtained mixture was further stirred for 3 hours
  3. 3
    Экстракцияthe reaction solution was extracted with dichloromethane two times
  4. 4
    workup.ADDITIONAnhydrous magnesium sulfate was added to the organic layer
  5. 5
    Другоеto dry it
  6. 6
    Фильтрацияthe resultant was filtrated
  7. 7
    Концентрированиеwas then concentrated
  8. 8
    ДругоеThe obtained residue was purified

Методика

Decanoic acid (4 g, 23.2 mmol) was dissolved in an anhydrous dichloromethane solution (80 mL), and 1,1-carbonyldiimidazole (4.5 g, 27.9 mmol) was then added to the solution, followed by stirring for 1.5 hours. Subsequently, N,O-dimethylhydroxyamine hydrochloride (2.7 g, 27.9 mmol) was added to the reaction solution, and the obtained mixture was further stirred for 3 hours. After addition of distilled water, the reaction solution was extracted with dichloromethane two times. Anhydrous magnesium sulfate was added to the organic layer to dry it, and the resultant was filtrated and was then concentrated. The obtained residue was purified using column chromatography (hexane:ethyl acetate=8:1), so as to obtain N-methoxy-N-methyldecanamide (4.8 g, 97%) as an amide body in the form of a colorless transparent liquid.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08741871B2uspto-grants-2014_06