3-Bromo-4-fluorobenzaldehyde → 3-Bromo-4-fluorobenzyl Alcohol

HRID 20064

Reaktionsgleichung

Reaktionsgleichung von HRID 20064
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[F:10])[CH:5]=[O:6].[BH4-].[Na+]>CO>[Br:1][C:2]1[CH:3]=[C:4]([CH2:5][OH:6])[CH:7]=[CH:8][C:9]=1[F:10]

Komponenten

4

Versuchsvorschrift

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.

Aufarbeitung

  1. customthe reaction was quenched with methanol (1 mL)
  2. concentrationthe mixture was concentrated
  3. extractionThe organic layer was extracted with dilute NaHCO3 (6 mL)
  4. dry with materialhalf-saturated brine (6 mL), then was dried over sodium sulfate
  5. concentrationconcentrated
  6. customThe material was purified through silica gel (45 mL)

Quellen und Nachweise

ORD-Eintrag
ord-16277fcba5274896b29eed960bc7b8e9
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07745484B2

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