反応 #6921

反応方程式

tributyl tin chloride

butyl lithium

hexane

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

→

oil

収率 98.1%

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

収率 98.1%

溶媒

water

THF

反応条件

後処理

1. 1
   温度to warm to 0°
2. 2
   抽出The product was extracted into ether (3×100 ml)
3. 3
   乾燥The combined organic extracts were dried (MgSO4 )
4. 4
   その他evaporated
5. 5
   その他The residue was triturated with isohexane (3×100 ml)
6. 6
   その他the mother liquors were decanted
7. 7
   濃縮concentrated

実験手順

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.

出典