Reaktion #51605

ord-c4f7d550f4084b819d2aa770f40142bf

Reaktionsgleichung

O=C(O)c1sc(C(F)(F)F)cc1OCc1ccccc1
5F
O=C(O)c1sc(C(F)(F)F)cc1OCc1ccccc1
(3-Benzyloxy-5-trifluoromethylthien-2-yl)-carboxylic acid
FC(F)(F)c1cc(OCc2ccccc2)cs1
liquid
Ausbeute 71.0%
FC(F)(F)c1cc(OCc2ccccc2)cs1
3-Benzyloxy-5-trifluoromethylthiophen
Ausbeute 71.0%

Lösungsmittel

Reaktionsbedingungen

Temperatur
150°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturThe reaction mixture is heated for 25 minutes at 150° C.
  2. 2
    Temperaturcooled to room temperature
  3. 3
    FiltrationThe mixture was filtered
  4. 4
    Waschenwashed with water
  5. 5
    Extraktionextracted with diethyl ether twice
  6. 6
    WaschenThe combined organic phases were washed with water
  7. 7
    Sonstigedried
  8. 8
    EinengenThe mixture was concentrated
  9. 9
    Sonstigethe residue was chromatographed

Vorschrift

A mixture of 5F (14.5 g) and quinoline (50 ml) was treated with copper powder (4.57 g) and heated to 150° C. The reaction mixture is heated for 25 minutes at 150° C. and cooled to room temperature. The mixture was filtered and washed with water. Aqueous quinoline was acidified with 6N HCl (pH=2) and extracted with diethyl ether twice. The combined organic phases were washed with water and dried. The mixture was concentrated and the residue was chromatographed to yield a yellow liquid (8.74 g, 71%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06852673B2uspto-grants-2005_02