تفاعل #79380

معادلة التفاعل

tributyl tin chloride

butyl lithium

hexane

2-Bromo-4-(1,3-dioxolan-2-yl) thiazole

→

oil

المردود 98.1%

4-(1,3-Dioxolan-2-yl)-5-(tributylstannyl)thiazole

المردود 98.1%

المذيبات

water

THF

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةto warm to 0°
2. 2
   استخلاصThe product was extracted into ether (3×100 ml)
3. 3
   تجفيفThe combined organic extracts were dried (MgSO4)
4. 4
   أخرىevaporated
5. 5
   أخرىThe residue was triturated with isohexane (3×100 ml)
6. 6
   أخرىthe mother liquors were decanted
7. 7
   تركيزconcentrated

الإجراء التجريبي

2-Bromo-4-(1,3-dioxolan-2-yl) thiazole (6.4 g, 27.14 mmol) was stirred at −78° C. in dry THF (38 ml). 1.6M n butyl lithium in hexane (18.6 ml, 29.78 mmol) was added dropwise under nitrogen. After 30 min at this temperature, tributyl tin chloride (7.35 ml, 27.14 mmol) was added dropwise. The reaction was allowed to warm to 0° and water (20 ml) was added. The product was extracted into ether (3×100 ml). The combined organic extracts were dried (MgSO4) and evaporated. The residue was triturated with isohexane (3×100 ml) and the mother liquors were decanted, combined and concentrated to give a brown oil (11.88 g); m/z 444-450.

المصدر