تفاعل #797090

معادلة التفاعل

6-bromoquinolin-2-ol

1-iodoheptane

→

title compound

6-bromo-2-(heptyloxy)quinoline

المذيبات

toluene

ظروف التفاعل

المعالجة

1. 1
   أخرىThe reaction mixture was evaporated under reduced pressure
2. 2
   أخرىto remove most of solvent
3. 3
   ترشيحfiltered
4. 4
   غسيلwashed with ethyl acetate
5. 5
   تركيزThe filtrate was concentrated

الإجراء التجريبي

To a mixture of 6-bromoquinolin-2-ol (352 mg 1.57 mmol) and silver carbonate (863 mg, 3.14 mmol, 2.0 eq.) in toluene (20 mL) was added 1-iodoheptane (355 mg, 1.57 mmol, 1.0 eq.) and stirred for 3 h at 110° C. The reaction mixture was evaporated under reduced pressure to remove most of solvent, then filtered, and washed with ethyl acetate. The filtrate was concentrated to give crude the title compound. The crude product was purified by flash chromatography using PE/EA (20/1) as eluent to give product as a red oil (300 mg, 60%). ESI-MS: 323.8 (M+H)+. 1H NMR (400 MHz, DMSO-d6) δ: 7.84-7.83 (m, 2H), 7.70-7.68 (m, 2H), 6.89 (d, 1H), 4.43 (t, 2H), 1.81 (q, 2H), 1.51-1.28 (m, 8H), 0.90 (t, 3H).

المصدر