Réaction #487538

Équation de réaction

water

N,O-dimethylhydroxyamine hydrochloride

Decanoic acid

→

N-methoxy-N-methyldecanamide

Rendement 97.0%

Solvants

dichloromethane

Conditions de réaction

Traitement

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

Mode opératoire

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.

Source