Isopropanol → 5-Bromo-3-chloro-2-[(propan-2-yl)oxy]pyridine

HRID 1942675Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1942675
[CH3:1][C:2](C)([O-:4])[CH3:3].[K+].CC(O)C.[Br:11][C:12]1[CH:13]=[C:14]([Cl:19])[C:15](Cl)=[N:16][CH:17]=1>>[Br:11][C:12]1[CH:13]=[C:14]([Cl:19])[C:15]([O:4][CH:2]([CH3:3])[CH3:1])=[N:16][CH:17]=1

Komponenten

4

Reaktionsbedingungen

Temperatur
95 °C

Versuchsvorschrift

Potassium tert-butoxide (25.7 g, 229 mmol) was added to 2-propanol (100 mL, 57.3 mmol) and the solution was stirred at 95° C. for 3 h, then 5-bromo-2,3-dichloropyridine (13 g, 57.3 mmol) was added. This reaction was refluxed overnight. The reaction mixture was cooled to room temperature and partitioned between ethyl acetate and water. The organic phase was washed with water and saturated brine, dried over sodium sulphate and evaporated in vacuo to afford the crude product 5-bromo-3-chloro-2-[(1-methylethyl)oxy]pyridine (D107) (14.5 g), which was used directly without further purification.

Aufarbeitung

  1. temperatureThis reaction was refluxed overnight
  2. temperatureThe reaction mixture was cooled to room temperature
  3. custompartitioned between ethyl acetate and water
  4. washThe organic phase was washed with water and saturated brine
  5. dry with materialdried over sodium sulphate
  6. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-e484f019ca7e4b03ba5fd92bb648e3c8
Quelldatensatz
uspto-grants-2013_03
Patentnummer
US08389508B2

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