Reaktion #8493

ord-46f23c8aa8a04871bdab7af10a51daaf

Reaktionsgleichung

Cl
HCl
N#Cc1cc(F)ccc1CCc1ccc(F)cc1
2-[2-(4-fluorophenyl)ethyl]-5-fluorobenzonitrile
[Na+].[OH-]
NaOH
O
H2O
O=C(O)c1cc(F)ccc1CCc1ccc(F)cc1
cream-colored solid
Ausbeute 88.4%
O=C(O)c1cc(F)ccc1CCc1ccc(F)cc1
2-[2-(4-Fluorophenyl)ethyl]-5-fluorobenzoic acid
Ausbeute 88.4%

Lösungsmittel

Reaktionsbedingungen

Temperatur
190°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturto cool
  2. 2
    SonstigeThe cloudy mixture precipitated the desired product as a cream-colored solid
  3. 3
    WaschenThis material was washed with H2O (3×20 mL)
  4. 4
    Sonstigedried under vacuum (18 h, 25° C., 0.1 mm Hg)

Vorschrift

A mixture of 2-[2-(4-fluorophenyl)ethyl]-5-fluorobenzonitrile (2.12 g, 8.72 mmol, 1 equiv) and aq. NaOH (10N; 3.9 mL, 39.3 mmol, 4.5 equiv) in ethylene glycol (25 mL) was heated at 190° C. for 24 h. After allowing the mixture to cool, H2O (100 mL) was added followed by 12N HCl (8 mL). The cloudy mixture precipitated the desired product as a cream-colored solid. This material was washed with H2O (3×20 mL) and dried under vacuum (18 h, 25° C., 0.1 mm Hg) to provide 2.02 g (88.4%) of a cream-colored solid.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07087765B2uspto-grants-2006_08