反応 #4163

反応方程式

N-phenylpiperazine

9-bromo-1,2-dihydrobenzo[b]pyrrolo[3,2,1-jk][1,4]benzodiazepine-6-one

sodium hydroxide

→

product

収率 68.0%

9-Bromo-6-(4-phenyl-1-piperazinyl)-1,2-dihydrobenzo[b]pyrrolo[3,2,1-jk][1,4]benzodiazepine

収率 68.0%

溶媒

toluene

反応条件

後処理

1. 1
   温度was heated under nitrogen until a solution
2. 2
   その他resulted
3. 3
   温度The mixture was heated
4. 4
   温度under reflux for three hours
5. 5
   その他the layers were separated
6. 6
   抽出The aqueous phase was extracted with 300 ml of toluene
7. 7
   洗浄washed once with 2N sodium hydroxide solution, twice with water
8. 8
   乾燥dried over anhydrous sodium sulfate
9. 9
   濃縮concentrated to an oil
10. 10
    その他crystallized

実験手順

A stirred mixture of 7.88 g (0.0250 mole) of 9-bromo-1,2-dihydrobenzo[b]pyrrolo[3,2,1-jk][1,4]benzodiazepine-6-one and 1200 ml of toluene was heated under nitrogen until a solution resulted. Then there was added 40.6 g (0.250 mole) of N-phenylpiperazine, followed by 14.2 g (0.075 mole) of titanium tetrachloride. The mixture was heated under reflux for three hours, cooled to room temperature and treated with 500 ml of 2N sodium hydroxide solution. After stirring vigorously for 15 minutes, the layers were separated. The aqueous phase was extracted with 300 ml of toluene. The toluene layers were combined, washed once with 2N sodium hydroxide solution, twice with water, dried over anhydrous sodium sulfate, and concentrated to an oil. The oil was taken up in 80 ml of hot methanol, from which the product crystallized, affording 7.8 g (68%) of product. Recrystallization from a hot solution of dichloromethane (25 ml), to which methanol (25 ml) was added, provided the analytical sample, mp 171°-173° C.

出典