Reaktion #92802

Reaktionsgleichung

4-(hexyloxy)phenyl 4-(benzyloxy)benzoate

1,4-cyclohexadiene

→

4-(hexyloxy)phenyl 4-hydroxybenzoate

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas slowly added
2. 2
   workup.ADDITIONslowly added
3. 3
   workup.ADDITIONAfter the addition
4. 4
   workup.STIRRINGthe mixture was further stirred for additional 3 hours at 60° C
5. 5
   TemperaturAfter the mixture was cooled to room temperature
6. 6
   Filtrationthe mixture was filtered through Celite
7. 7
   Sonstigethe solvents were removed by distillation

Vorschrift

The 4-(hexyloxy)phenyl 4-(benzyloxy)benzoate obtained as described above (5.0 g, 12.4 mmol) and palladium on carbon (2.5 g in the wet state) were placed in a sealed container under a nitrogen atmosphere, and dehydrated THF was slowly added thereto. Then, 28 mL of 1,4-cyclohexadiene was carefully and slowly added thereto dropwise, while heating at 60° C. and stirring. After the addition, the mixture was further stirred for additional 3 hours at 60° C. After the mixture was cooled to room temperature, the mixture was filtered through Celite and the solvents were removed by distillation. Thereby, a white solid compound, 4-(hexyloxy)phenyl 4-hydroxybenzoate (3.8 g) was obtained.

Quelle