Reaktion #48342

Reaktionsgleichung

3-Bromo-4-fluorobenzaldehyde

Sodium borohydride

→

title compound

(3-Bromo-4-fluorophenyl)methanol

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe reaction was quenched with methanol (1 mL)
2. 2
   Einengenthe mixture was concentrated
3. 3
   ExtraktionThe organic layer was extracted with dilute NaHCO3 (6 mL)
4. 4
   Trocknenhalf-saturated brine (6 mL), then was dried over sodium sulfate
5. 5
   Einengenconcentrated
6. 6
   SonstigeThe material was purified through silica gel (45 mL)

Vorschrift

3-Bromo-4-fluorobenzaldehyde (0.300 g, 1.48 mmol) was dissolved in methanol (3 mL). Sodium borohydride (0.0671 g, 1.77 mmol) was added. After 3 h, the reaction was quenched with methanol (1 mL), and the mixture was concentrated. The residue was taken up in 2:1 EtOAc-hexane (60 mL). The organic layer was extracted with dilute NaHCO3 (6 mL) then half-saturated brine (6 mL), then was dried over sodium sulfate and concentrated. The material was purified through silica gel (45 mL) using 30% to 40% EtOAc-hexane to afford the title compound.

Quelle