Boron tribromide → 2,6-Difluoro-3-hydroxybenzonitrile

HRID 2175834Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2175834
[F:1][C:2]1[C:9]([O:10]C)=[CH:8][CH:7]=[C:6]([F:12])[C:3]=1[C:4]#[N:5].B(Br)(Br)Br>C(Cl)Cl>[F:1][C:2]1[C:9]([OH:10])=[CH:8][CH:7]=[C:6]([F:12])[C:3]=1[C:4]#[N:5]

Komponenten

4

Edukt 2

HCID 25134Boron tribromideHCID 37918322,6-Difluoro-3-methoxybenzonitrile

Produkt 1

HCID 451191012,6-Difluoro-3-hydroxybenzonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

2,6-difluoro-3-methoxybenzonitrile (4.42 g, 26.1 mmol) was dissolved in DCM (10 mL) at 0° C. then 1 M BBr3 (52.2 mL, 52.2 mmol) was added. The reaction mixture was then warmed up to RT and stirred overnight. The reaction mixture was poured into ice water and extracted with more DCM. The organic layer was separated, dried over Na2SO4, filtered, and evaporated to dryness to yield 2,6-difluoro-3-hydroxybenzonitrile: LC-MS: M+1=156.

Aufarbeitung

  1. extractionextracted with more DCM
  2. customThe organic layer was separated
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-fab6aff7e66b46719a4b896678eb9053
Quelldatensatz
uspto-grants-2015_06
Patentnummer
US09062070B2

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