반응 #545279

반응 방정식

tributyl tin chloride

butyl lithium

hexane

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

→

oil

수율 98.1%

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

수율 98.1%

용매

water

THF

반응 조건

후처리

1. 1
   온도to warm to 0°
2. 2
   추출The product was extracted into ether (3×100 ml)
3. 3
   건조The combined organic extracts were dried (MgSO4 )
4. 4
   기타evaporated
5. 5
   기타The residue was triturated with isohexane (3×100 ml)
6. 6
   기타the mother liquors were decanted
7. 7
   농축concentrated

실험 절차

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.

출처