Reaktion #2391543

Reaktionsgleichung

9H-tribenz[b,d,f]azepin

1-bromo-4-iodo-benzene

potassium hydroxide

decalin

→

9-(4-iodophenyl)-tribenz[b,d,f]azepin

Ausbeute 52.1%

Lösungsmittel

chloroform

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas lowered to near room temperature
2. 2
   Filtrationthe solution was filtered through Celite
3. 3
   Sonstigeto remove insoluble matters
4. 4
   workup.ADDITIONWater was added to the filtrate
5. 5
   Extraktionthe solution was subjected to extraction
6. 6
   EinengenThe obtained concentrated
7. 7
   Sonstigereaction product
8. 8
   Sonstigewas purified by silica gel column chromatography

Vorschrift

Eighteen point two (18.2) grams (75 mmol) of 9H-tribenz[b,d,f]azepin, 63.7 g (225 mmol) of 1-bromo-4-iodo-benzene, 5.0 g (90 mmol) of potassium hydroxide, and 2.0 g (31 mmol) of a copper powder were mixed with 50 ml of decalin and stirred by heating under a nitrogen gas current for about one week at outer temperature of 200° C. After the temperature of the reaction solution was lowered to near room temperature, chloroform was added thereto, and the solution was filtered through Celite to remove insoluble matters. Water was added to the filtrate, and the solution was subjected to extraction. The obtained concentrated reaction product was purified by silica gel column chromatography to obtain 17.4 g of 9-(4-iodophenyl)-tribenz[b,d,f]azepin (yield: 52%, a small amount of 4-bromophenyl compound was contained).

Quelle