反応 #7317

反応方程式

hydrogen bromide

1,3-dibromoadamantane

aluminum bromide

1,3-dibromobenzene

→

1,3-bis(3,5-dibromophenyl)adamantane

収率 194.3%

反応条件

後処理

1. 1
   その他After the air inside a 1 litter flask equipped with a thermometer and stirrer
2. 2
   温度was cooled to 5° C. in advance
3. 3
   その他reacted at an inside temperature of 0 to 10° C. for 7 hours
4. 4
   その他was absorbed into an aqueous alkaline solution for the removal of its toxicity
5. 5
   その他After the completion of the reaction, 130 g of 4% by weight hydrochloric acid
6. 6
   workup.ADDITIONwas slowly dropped
7. 7
   workup.STIRRINGthe solution was stirred until the orange color of the reaction solution
8. 8
   その他separated by funnel
9. 9
   洗浄The resulting organic phase was washed with water three times
10. 10
    workup.ADDITION190 grams of toluene was added to the organic phase after the washing, which
11. 11
    温度was then warmed
12. 12
    その他to remove water
13. 13
    温度under reflux
14. 14
    温度Then, the organic solution was cooled
15. 15
    ろ過the crystal deposited was collected by filtration
16. 16
    洗浄to washing with toluene, methanol and water
17. 17
    その他by drying under reduced pressure

実験手順

After the air inside a 1 litter flask equipped with a thermometer and stirrer was replaced by nitrogen, 43 g of 1,3-dibromoadamantane and 10 g of anhydrous aluminum bromide were placed therein, and then the inside of the flask was cooled to 0° C. Thereto was added 190 g of 1,3-dibromobenzene that was cooled to 5° C. in advance, and the resulting material was agitated and reacted at an inside temperature of 0 to 10° C. for 7 hours. The reaction was carried out while the hydrogen bromide gas that was generated during the reaction was absorbed into an aqueous alkaline solution for the removal of its toxicity. After the completion of the reaction, 130 g of 4% by weight hydrochloric acid was slowly dropped and then the solution was stirred until the orange color of the reaction solution faded away. The agitation was stopped and the resulting solution was allowed to stand and then separated by funnel. The resulting organic phase was washed with water three times. 190 grams of toluene was added to the organic phase after the washing, which was then warmed to remove water under reflux. Then, the organic solution was cooled and the crystal deposited was collected by filtration. The resulting crystal was subjected to washing with toluene, methanol and water, followed by drying under reduced pressure to obtain 44 g of 1,3-bis(3,5-dibromophenyl)adamantane.

出典