Potassium Carbonate → N-[3-(Cyanomethoxy)phenyl]acetamide

HRID 2053284Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2053284
[OH:1][C:2]1[CH:3]=[C:4]([NH:8][C:9](=[O:11])[CH3:10])[CH:5]=[CH:6][CH:7]=1.C([O-])([O-])=O.[K+].[K+].Br[CH2:19][C:20]#[N:21]>CC(C)=O>[C:20]([CH2:19][O:1][C:2]1[CH:3]=[C:4]([NH:8][C:9](=[O:11])[CH3:10])[CH:5]=[CH:6][CH:7]=1)#[N:21]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 11534BromoacetonitrileHCID 121243-Hydroxyacetanilide

Produkt 1

HCID 43093084N-[3-(Cyanomethoxy)phenyl]acetamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

To a solution of N-(3-hydroxy-phenyl)-acetamide (5 g, 33.1 mmol) in acetone (50 ml) were added K2CO3 (5.49 g, 39.8 mmol) and bromo-acetonitrile (4.37 g, 36.4 mmol). The reaction mixture was heated to 100° C. for 3 h, filtered and the acetone layer evaporated in vacuo. This residue was dissolved in EtOAc (100 ml) and washed with 1M NaOH (10 ml×2). The organic layer was dried (Na2SO4), filtered and the solvent removed in vacuo. The crude residue was purified by column chromatography eluting with 80% EtOAc in heptane to give the title compound.

Aufarbeitung

  1. filtrationfiltered
  2. customthe acetone layer evaporated in vacuo
  3. dissolutionThis residue was dissolved in EtOAc (100 ml)
  4. washwashed with 1M NaOH (10 ml×2)
  5. dry with materialThe organic layer was dried (Na2SO4)
  6. filtrationfiltered
  7. customthe solvent removed in vacuo
  8. customThe crude residue was purified by column chromatography
  9. washeluting with 80% EtOAc in heptane

Quellen und Nachweise

ORD-Eintrag
ord-2e3491b25b484fd18f41c9a2ad843a8c
Quelldatensatz
uspto-grants-2008_02
Patentnummer
US07326732B2

Notizen zur Reaktion

Wird geladen…