Potassium Carbonate → (2-Isopropyl-4-methoxy-5-thiazol-4-yl-phenoxy)-acetonitrile

HRID 1677315Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1677315
[CH:1]([C:4]1[CH:9]=[C:8]([O:10][CH3:11])[C:7]([C:12]2[N:13]=[CH:14][S:15][CH:16]=2)=[CH:6][C:5]=1[OH:17])([CH3:3])[CH3:2].Br[CH2:19][C:20]#[N:21].C([O-])([O-])=O.[K+].[K+]>C(#N)C>[CH:1]([C:4]1[CH:9]=[C:8]([O:10][CH3:11])[C:7]([C:12]2[N:13]=[CH:14][S:15][CH:16]=2)=[CH:6][C:5]=1[O:17][CH2:19][C:20]#[N:21])([CH3:3])[CH3:2]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 11534BromoacetonitrileHCID 595986332-Isopropyl-4-methoxy-5-thiazol-4-yl-phenol

Produkt 1

HCID 59598608(2-Isopropyl-4-methoxy-5-thiazol-4-yl-phenoxy)-acetonitrileAusbeute 72 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

The crude 2-Isopropyl-4-methoxy-5-thiazol-4-yl-phenol from step 4 and bromoacetonitrile (0.33 g, 2.72 mmol) together with K2CO3 (0.94 g, 6.81 mmol) in anhydrous actonitrile (30 ml) was heated at 60° C. for 3 hrs. The reaction mixture was partitioned between EtOAc and water. The combined organic extract was dried over Na2SO4, filtered and concentrated. Flash chromatography on silica (10 to 20% EtOAc in Hexanes) gave (2-Isopropyl-4-methoxy-5-thiazol-4-yl-phenoxy)-acetonitrile (0.47 g, 72%) as an oil.

Aufarbeitung

  1. customThe reaction mixture was partitioned between EtOAc and water
  2. extractionThe combined organic extract
  3. dry with materialwas dried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-cc85cf02e11045ae9e2dcf9b365e996e
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US08008313B2

Notizen zur Reaktion

Wird geladen…