반응 #155693

반응 방정식

2-(3-bromophenyl)naphthalene

magnesium

phthalic anhydride

hydrochloric acid

→

2-(3-phenylbenzoyl)benzoic acid

수율 80.1%

용매

ether

ether

benzene

반응 조건

후처리

1. 1
   기타the resultant reaction solution
2. 2
   workup.STIRRINGwas stirred for 3 hours
3. 3
   온도under reflux
4. 4
   온도After having been cooled to room temperature
5. 5
   기타The organic layer was separated
6. 6
   추출extracted with an aqueous solution of potassium carbonate
7. 7
   추출The alkaline extract
8. 8
   세척the resultant solid was washed with boiling water
9. 9
   기타The resultant crude product was recrystallized with acetic acid

실험 절차

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).

출처