تفاعل #72714

معادلة التفاعل

2-chloro-3-phenylquinoxaline

HCl

sodium iodide

acetonitrile

→

desired product

المردود 95.0%

2-Iodo-3-phenylquinoxaline

المردود 95.0%

المذيبات

hexane

THF

ether

ظروف التفاعل

المعالجة

1. 1
   أخرىAfter 5 minutes the solvents were removed by vacuum
2. 2
   درجة الحرارةrefluxed for 5 hrs
3. 3
   أخرىThe reaction was quenched by the addition of an aqueous solution of 10% K2CO3 and 5% NaHSO3 (15 ml)
4. 4
   استخلاصAfter extraction with dichloromethane
5. 5
   تجفيفdrying the combined organic layers over MgSO4 the solvents
6. 6
   أخرىwere evaporated under reduced pressure
7. 7
   أخرىThe resulting crude product was purified by silica gel chromatography with (1:10) EtOAc

الإجراء التجريبي

To the 2-chloro-3-phenylquinoxaline (4.15 mmol) in dry THF (10 ml) was added a solution of 2 M HCl in ether (4 ml). After 5 minutes the solvents were removed by vacuum. Dry sodium iodide (41.5 mmol) and acetonitrile (30 ml) were added to the hydrochloride salt and refluxed for 5 hrs. The reaction was quenched by the addition of an aqueous solution of 10% K2CO3 and 5% NaHSO3 (15 ml). After extraction with dichloromethane, and drying the combined organic layers over MgSO4 the solvents were evaporated under reduced pressure. The resulting crude product was purified by silica gel chromatography with (1:10) EtOAc:hexane, to give 95% yield of the desired product.

المصدر