Reaktion #438529

ord-a90d447d5d524a98a661fb371990aede

Reaktionsgleichung

FCCCCBr
1-Bromo-4-fluorobutane
O=C(O)c1ccc(O)cc1F
2-fluoro-4-hydroxybenzoic acid
CCO
ethanol
[K+].[OH-]
potassium hydroxide
O=C(O)c1ccc(OCCCCF)cc1F
title compound
Ausbeute 39.1%
O=C(O)c1ccc(OCCCCF)cc1F
2-fluoro-4-(4-fluorobutoxy)benzoic acid
Ausbeute 39.1%

Lösungsmittel

Reaktionsbedingungen

Temperatur
80°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe solvent was evaporated under reduced pressure
  2. 2
    workup.DISSOLUTIONThe residue was dissolved in water
  3. 3
    workup.ADDITIONby adding 1N hydrochloric acid
  4. 4
    FiltrationThe insoluble materials were filtered off
  5. 5
    Sonstigedried

Vorschrift

1-Bromo-4-fluorobutane (3.57 g, 23.1 mmol) was added dropwise to a mixture of 2-fluoro-4-hydroxybenzoic acid (3.00 g, 19.2 mmol), ethanol (11.5 ml) and water (2.3 ml), potassium hydroxide (2.37 g, 42.3 mmol) at 80° C., and the mixture was stirred at 80° C. for 17 hrs. The solvent was evaporated under reduced pressure. The residue was dissolved in water and the solution was acidified by adding 1N hydrochloric acid. The insoluble materials were filtered off and dried to give the title compound (1.73 g) as a pale-brown powder.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07183415B2uspto-grants-2007_02