تفاعل #4118

معادلة التفاعل

dichloromethane

5-Bromoindoline

collidine

o-fluoronitrobenzene

→

product

المردود 55.0%

5-Bromo-1-(2-nitrophenyl)indoline

المردود 55.0%

المذيبات

xylene

ظروف التفاعل

المعالجة

1. 1
   غسيلThe dichloromethane solution was washed with 1N hydrochloric acid (3 times, 150 ml), brine (200 ml)
2. 2
   تجفيفdried over anhydrous magnesium sulfate
3. 3
   ترشيحfiltered
4. 4
   أخرىThe solvent was evaporated
5. 5
   أخرىCrystallization of the residue
6. 6
   درجة الحرارةchilling in the refrigerator overnight
7. 7
   ترشيحThe solid was filtered
8. 8
   غسيلwashed with hexane
9. 9
   أخرىdried

الإجراء التجريبي

5-Bromoindoline (4.0 g, 0.02 mole), collidine (3.6 g, 0.03 mole), and o-fluoronitrobenzene (2.8 g, 0.02 mole) in xylene (25 ml) were heated at 185° C. (oil bath temperature) for 24 hours. The mixture was cooled to room temperature and poured into dichloromethane. The dichloromethane solution was washed with 1N hydrochloric acid (3 times, 150 ml), brine (200 ml), dried over anhydrous magnesium sulfate and filtered. The solvent was evaporated. Crystallization of the residue was induced by stirring in ether (15 ml) followed by hexane (200 ml), then chilling in the refrigerator overnight. The solid was filtered and washed with hexane and dried to yield 3.5 g (55%) of product. Recrystallization from 2-propanol yielded the analytical sample, mp 12°-114° C.

المصدر