تفاعل #1552055

معادلة التفاعل

p-dibromobenzene

carbazole

potassium carbonate

18-crown-6-ether

→

objective light brown plate-shaped crystal

المردود 36.2%

9-(4-bromophenyl)carbazole

المردود 36.2%

المذيبات

N,N′-dimethylpropyleneurea

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةAfter the reaction mixture was cooled to room temperature
2. 2
   أخرىa precipitate was removed by suction filtration
3. 3
   غسيلThe filtrate washed with dilute hydrochloric acid
4. 4
   تجفيفa saturated sodium hydrogen carbonate aqueous solution, and a saturated saline solution in this order and dried with magnesium sulfate
5. 5
   أخرىAfter being dried
6. 6
   ترشيحthe solution was filtered naturally
7. 7
   أخرىcondensed
8. 8
   أخرىan obtained oily substance was purified by silica gel column chromatography (hexane:ethyl acetate=9:1)
9. 9
   أخرىrecrystallized with chloroform and hexane

الإجراء التجريبي

First, 56 g (240 mmol) of p-dibromobenzene, 31 g (180 mmol) of carbazole, 4.6 g (24 mmol) of copper iodide, 66 g (480 mmol) of potassium carbonate, and 2.1 g (8 mmol) of 18-crown-6-ether were put in a 300-mL three-neck flask, and nitrogen was substituted for air in the flask. Then, 8 mL of N,N′-dimethylpropyleneurea (abbreviation: DMPU) was added therein, and the mixture was stirred at 180° C. for 6 hours. After the reaction mixture was cooled to room temperature, a precipitate was removed by suction filtration. The filtrate washed with dilute hydrochloric acid, a saturated sodium hydrogen carbonate aqueous solution, and a saturated saline solution in this order and dried with magnesium sulfate. After being dried, the solution was filtered naturally and condensed, and an obtained oily substance was purified by silica gel column chromatography (hexane:ethyl acetate=9:1) and recrystallized with chloroform and hexane; thus, 21 g of an objective light brown plate-shaped crystal of 9-(4-bromophenyl)carbazole was obtained (yield: 35%).

المصدر