Reaktion #45632

Reaktionsgleichung

N-(3-Cyano-6-fluoro-5-hydroxy-2-methyl[1,1′-biphenyl]-4-yl)-3-hydroxy-2,2-dimethylpropanamide

pyridinium p-toluenesulfonate

→

compound

Ausbeute 68.0%

7-Fluoro-2-(2-hydroxy-1,1-dimethylethyl)-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile

Ausbeute 68.0%

Lösungsmittel

ethyl acetate

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturunder heat for 15 hours
2. 2
   Waschenwashed with aqueous sodium hydrogencarbonate solution and saturated brine
3. 3
   TrocknenThe obtained organic layer was dried over anhydrous sodium sulfate
4. 4
   Sonstigethe solvent was evaporated away under reduced pressure
5. 5
   SonstigeThe resulting residue was recrystallized
6. 6
   Sonstigepurified with diisopropyl ether/ethyl acetate

Vorschrift

N-(3-Cyano-6-fluoro-5-hydroxy-2-methyl[1,1′-biphenyl]-4-yl)-3-hydroxy-2,2-dimethylpropanamide (I-98) (184 mg, 0.54 mmol) was dissolved in toluene (3.7 ml), pyridinium p-toluenesulfonate (34 mg, 0.13 mmol) was added, followed by stirring under heat for 15 hours. After cooling to room temperature, this was diluted with ethyl acetate, washed with aqueous sodium hydrogencarbonate solution and saturated brine. The obtained organic layer was dried over anhydrous sodium sulfate, the solvent was evaporated away under reduced pressure. The resulting residue was recrystallized and purified with diisopropyl ether/ethyl acetate to obtain the entitled compound (118.6 mg, 68%) as a white solid.

Quelle