反応 #452055

反応方程式

hydrochloric acid

1,8-dichloroanthraquinone

diethyl malonate

methylene chloride

→

pure Compound ( VIII )

1,8-Dichloro-10-[Bis(Ethoxycarbonyl)Methylene]-Anthrone

溶媒

pyridine

反応条件

後処理

1. 1
   その他In a 250 milliliter round-bottomed flask equipped with a pressure
2. 2
   温度cooled with an ice bath
3. 3
   workup.STIRRINGThe reaction mixture was then stirred at room temperature for 65 hours
4. 4
   workup.STIRRINGwith stirring
5. 5
   その他The organic phase resulting
6. 6
   その他was separated
7. 7
   洗浄washed twice with water
8. 8
   乾燥dried with anhydrous magnesium sulfate
9. 9
   その他Evaporation of the dried organic solution
10. 10
    その他yielded a yellowish solid which when
11. 11
    その他recrystallized from methanol

実験手順

In a 250 milliliter round-bottomed flask equipped with a pressure equalizing dropping funnel, there was discharged 10 grams of 1,8-dichloroanthraquinone, 16.5 milliliters of diethyl malonate, and 150 milliliters of methylene chloride under a nitrogen atmosphere. The resulting mixture was then mechanically stirred and cooled with an ice bath. Thereafter, 24 milliliters of titanium tetrachloride was added dropwise through the dropping funnel over a period of 20 minutes, followed by the addition of 45 milliliters of pyridine. The reaction mixture was then stirred at room temperature for 65 hours. Subsequently, 150 milliliters of a dilute aqueous hydrochloric acid solution was slowly added with stirring. The organic phase resulting was separated, washed twice with water, and dried with anhydrous magnesium sulfate. Evaporation of the dried organic solution yielded a yellowish solid which when recrystallized from methanol afforded 7.5 grams of the pure Compound (VIII), mp., 166°-167° C.

出典