Phosphorus tribromide → 1-(Bromomethyl)-3-chloro-2-fluorobenzene

HRID 2277576Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2277576
[Cl:1][C:2]1[C:3]([F:10])=[C:4]([CH2:8]O)[CH:5]=[CH:6][CH:7]=1.P(Br)(Br)[Br:12]>C(Cl)Cl>[Br:12][CH2:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[C:3]=1[F:10]

Komponenten

4

Edukt 2

HCID 24614Phosphorus tribromideHCID 27736063-Chloro-2-fluorobenzyl alcohol

Produkt 1

HCID 5228271-(Bromomethyl)-3-chloro-2-fluorobenzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of (3-chloro-2-fluoro-phenyl)-methanol (3.2 g, 20 mmol) in DCM (20 mL) was added dropwise PBr3 (1 mL) at 0° C. The reaction mixture was stirred at room temperature for another 1 hour before quenching with satd. aq. NaHCO3 solution. The organic layer was washed with brine, dried over anhy. Na2SO4, filtered and concentrated in vacuo to give the desired product without further purification (4.1 g, 92%). MS: 223.2 (M+H)+.

Aufarbeitung

  1. custombefore quenching with satd
  2. washThe organic layer was washed with brine
  3. customdried over anhy
  4. filtrationNa2SO4, filtered
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-83f5b1b3b60342609dee565456a80b17
Quelldatensatz
uspto-grants-2015_09
Patentnummer
US09133158B2

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