Reaktion #155693

Reaktionsgleichung

2-(3-bromophenyl)naphthalene

magnesium

phthalic anhydride

hydrochloric acid

→

2-(3-phenylbenzoyl)benzoic acid

Ausbeute 80.1%

Lösungsmittel

ether

ether

benzene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe resultant reaction solution
2. 2
   workup.STIRRINGwas stirred for 3 hours
3. 3
   Temperaturunder reflux
4. 4
   TemperaturAfter having been cooled to room temperature
5. 5
   SonstigeThe organic layer was separated
6. 6
   Extraktionextracted with an aqueous solution of potassium carbonate
7. 7
   ExtraktionThe alkaline extract
8. 8
   Waschenthe resultant solid was washed with boiling water
9. 9
   SonstigeThe resultant crude product was recrystallized with acetic acid

Vorschrift

Under an argon atmosphere, 132 g of magnesium were dispersed in 500 mL of ether. A solution of 142 g of 2-(3-bromophenyl)naphthalene in 500 mL of ether was added to the dispersion, and then the mixture was stirred at room temperature for 1 hour. A solution of 74 g of phthalic anhydride in 150 mL of benzene was added to the mixture, and then the resultant reaction solution was stirred for 3 hours under reflux. After having been cooled to room temperature, the reaction solution was poured into ice water, and then 1 L of 10% hydrochloric acid was added to the mixture. The organic layer was separated and extracted with an aqueous solution of potassium carbonate. The alkaline extract was acidified, and then the resultant solid was washed with boiling water. The resultant crude product was recrystallized with acetic acid. Thus, 121 g of 2-(3-phenylbenzoyl)benzoic acid were obtained (in 69% yield).

Quelle