반응 #487538

ord-ca611b5c5ba04339a7d021a1bbd71ce8

반응 방정식

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

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

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

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08741871B2uspto-grants-2014_06