Hydrogen Bromide → 2-Fluoro-5-hydroxy-4-methylbenzoic acid

HRID 1361622Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1361622
[F:1][C:2]1[CH:10]=[C:9]([CH3:11])[C:8]([O:12]C)=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].Br>C(O)(=O)C>[F:1][C:2]1[CH:10]=[C:9]([CH3:11])[C:8]([OH:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

Komponenten

4

Edukt 2

HCID 260Hydrogen BromideHCID 669701962-Fluoro-5-methoxy-4-methylbenzoic acid

Produkt 1

HCID 583969752-Fluoro-5-hydroxy-4-methylbenzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
140 °C

Versuchsvorschrift

To 2-fluoro-5-methoxy-4-methylbenzoic acid (650 mg, 3.53 mmol) was added 49% aqueous HBr (6.5 mL) and glacial acetic acid (5.5 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-hydroxy-4-methylbenzoic acid. MS m/z=171 [M+1]+. Calc'd for C8H7FO3: 170.20.

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-a6e415ee71ad401f830d8045d1f99eeb
Quelldatensatz
uspto-grants-2011_02
Patentnummer
US07880000B2

Notizen zur Reaktion

Wird geladen…