3-Acetyl-5-bromopyridine → 2-(5-Bromo-3-pyridyl)propan-2-ol

HRID 530011

Reaktionsgleichung

Reaktionsgleichung von HRID 530011
[CH3:1][Mg]Br.[Br:4][C:5]1[CH:6]=[C:7]([C:11](=[O:13])[CH3:12])[CH:8]=[N:9][CH:10]=1>O1CCCC1>[Br:4][C:5]1[CH:6]=[C:7]([C:11]([OH:13])([CH3:1])[CH3:12])[CH:8]=[N:9][CH:10]=1

Komponenten

4

Edukt 2

HCID 8204233-Acetyl-5-bromopyridineHCID 178418573HCID 178418573, Verbindung

Produkt 1

HCID 223919662-(5-Bromo-3-pyridyl)propan-2-ol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Methyl magnesium bromide (5.3 mL, 0.075 mol) was added to a stirred solution of 1-(5-bromopyridin-3-yl)ethanone (1.0 g, 0.05 mol) in tetrahydrofuran (20.0 mL), cooled to 0° C. and the resulting mixture was allowed to warm to room temperature and stirred for 1.5 h. The reaction mixture was quenched with 1N hydrochloric acid (20 mL) and extracted with ethyl acetate (2×75 mL). The combined organic layers were dried over sodium sulphate and concentrated under vacuum to afford the crude compound which was purified by column chromatography to obtain 2-(5-bromopyridin-3-yl)propan-2-ol. MS (M+1): 217.1.

Aufarbeitung

  1. temperatureto warm to room temperature
  2. customThe reaction mixture was quenched with 1N hydrochloric acid (20 mL)
  3. extractionextracted with ethyl acetate (2×75 mL)
  4. dry with materialThe combined organic layers were dried over sodium sulphate
  5. concentrationconcentrated under vacuum
  6. customto afford the crude compound which
  7. customwas purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-78161fb62e904e78b4b4173b12300011
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09351973B2

Verknüpfte Notizen

Wird geladen…