Hydrogen Bromide → 2-Fluoro-5-hydroxybenzoic acid

HRID 446270Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 446270
[F:1][C:2]1[CH:10]=[CH:9][C:8]([O:11]C)=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].Br>C(O)(=O)C>[F:1][C:2]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

Komponenten

4

Edukt 2

HCID 260Hydrogen BromideHCID 27745432-Fluoro-5-methoxybenzoic acid

Produkt 1

HCID 27744802-Fluoro-5-hydroxybenzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
140 °C

Versuchsvorschrift

To 2-fluoro-5-methoxybenzoic acid (5.00 g, 29.4 mmol) was added 49% aqueous HBr (50 mL) and glacial acetic acid (40 mL). The mixture was heated overnight at 140° C., cooled to RT, diluted with ice water and extracted with EtOAc. The organic layer was dried over Na2SO4, filtered and concentrated to yield 2-fluoro-5-hydroxybenzoic acid. MS m/z=157 [M+1]+. Calc'd for C7H5FO3: 156.11.

Aufarbeitung

  1. temperaturecooled to RT
  2. extractionextracted with EtOAc
  3. dry with materialThe organic layer was dried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-fc4b6b7274f44b62a7cba79ca07bd297
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08476434B2

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