Acetic Anhydride → 1-(4-Iodo-3,5-dimethyl-1H-pyrazol-1-yl)ethanone

HRID 1453012

Reaktionsgleichung

Reaktionsgleichung von HRID 1453012
C(O[C:5](=[O:7])[CH3:6])(=O)C.C(N(CC)CC)C.[CH3:15][C:16]1[C:20]([I:21])=[C:19]([CH3:22])[NH:18][N:17]=1>C(Cl)Cl>[I:21][C:20]1[C:16]([CH3:15])=[N:17][N:18]([C:5](=[O:7])[CH3:6])[C:19]=1[CH3:22]

Komponenten

5

Edukt 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 971153,5-Dimethyl-4-iodo-1H-pyrazole

Produkt 1

HCID 534715801-(4-Iodo-3,5-dimethyl-1H-pyrazol-1-yl)ethanoneAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Acetic anhydride (0.51 mL, 5.4 mmol) and triethylamine (0.75 mL, 5.4 mmol) were added to a solution of 3,5-dimethyl-4-iodopyrazole (1 g, 4.5 mmol) in CH2Cl2. After 1 h the reaction mixture was partitioned between 1N HCl and EtOAc. The organic layer was washed with 1N HCl, saturated NaHCO3, brine, dried over Na2SO4, and concentrated to give the title compound as a white solid (1 g, 85%). 1H NMR (CDCl3): δ 2.27 (s, 3H), 2.60 (s, 3H), 2.66 (s, 3H).

Aufarbeitung

  1. customAfter 1 h the reaction mixture was partitioned between 1N HCl and EtOAc
  2. washThe organic layer was washed with 1N HCl, saturated NaHCO3, brine
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-9bff387d10024f9591613e565833c3e8
Quelldatensatz
uspto-grants-2009_01
Patentnummer
US07473790B2

Verknüpfte Notizen

Wird geladen…