反応 #70058

反応方程式

water

9H-carbazole

9H-carbazole

N-bromosuccinimide

→

white powdered solid

3-bromo-9H-carbazole

溶媒

ether acetate

ether acetate

反応条件

後処理

1. 1
   workup.DISSOLUTIONwas dissolved in the mixture
2. 2
   洗浄The organic layer of this mixture was washed with water three times
3. 3
   workup.ADDITIONMagnesium sulfate was added so that the organic layer
4. 4
   その他was dried
5. 5
   ろ過After the drying, the mixture was subjected to gravity filtration
6. 6
   その他condensed
7. 7
   その他to give a white solid
8. 8
   その他The obtained solid was recrystallized with ether acetate/hexane

実験手順

32 g (0.19 mmol) of 9H-carbazole was put into a 2 L Erlenmeyer flask, and then ether acetate (1.2 L) was added thereto so that the 9H-carbazole was dissolved in the ether acetate. To this solution was added 34 g (0.19 mol) of N-bromosuccinimide (NBS), and the mixture was stirred for about 15 hours in the air at room temperature. After the stirring, water was added to the mixture so that the precipitate was dissolved in the mixture. The organic layer of this mixture was washed with water three times and then with a saturated saline solution once. Magnesium sulfate was added so that the organic layer was dried. After the drying, the mixture was subjected to gravity filtration. The obtained filtrate was condensed to give a white solid. The obtained solid was recrystallized with ether acetate/hexane to give 36 g of a white powdered solid, which was the object of the synthesis, at a yield of 67%. A synthesis scheme of Step 1 is shown in (c-1) given below.

出典