Reaktion #51725

Reaktionsgleichung

CaCO3

2-Bromo-5-fluorobenzylbromide

→

title compound

(2-Bromo-5-fluoro-phenyl)-methanol

Lösungsmittel

H2O

dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture was heated
2. 2
   Temperaturto reflux overnight
3. 3
   EinengenThe solution was concentrated
4. 4
   Sonstigethe residue was partitioned between H2O and CH2Cl2
5. 5
   WaschenThe organic phase was washed with 1N HCl and brine
6. 6
   Trocknendried (MgSO4)
7. 7
   Filtrationfiltered
8. 8
   Einengenconcentrated

Vorschrift

2-Bromo-5-fluorobenzylbromide (2.0 g, 7.46 mmol) was dissolved in dioxane (25 mL) and H2O (25 mL), and CaCO3 (3.84 g, 38.39 mmol) was added. The mixture was heated to reflux overnight. The solution was concentrated, and the residue was partitioned between H2O and CH2Cl2. The organic phase was washed with 1N HCl and brine, dried (MgSO4), filtered, and concentrated to afford the title compound. 1H NMR (CDCl3): δ 2.00 (t, 1H), 4.72 (d, 2H), 6.85-6.92 (m, 1H), 7.26 (dd, 1H), 7.48 (dd, 1H).

Quelle