反应 #1269857

反应方程式

2-phenyl-1,3-thiazole-4-carboxylic acid

THF

n-BuLi

Br2

→

desired product

5-Bromo-2-phenyl-thiazole-4-carboxylic acid

溶剂

cyclohexane

反应条件

后处理

1. 1
   workup.ADDITIONwas added over 10 min
2. 2
   温度The reaction mixture was then cooled to 0° C.
3. 3
   其他carefully quenched with HCl (1M, 32 mL)
4. 4
   萃取extracted with EtOAc (2×)
5. 5
   洗涤phases were washed with aq. sodium thiosulfate (20%)
6. 6
   干燥dried over MgSO4
7. 7
   其他evaporated to dryness

实验过程

To a solution of 2-phenyl-1,3-thiazole-4-carboxylic acid (3.2 g) in abs. THF (190 mL) was added at 78° C. over 10 min n-BuLi (25 mL, 1.6M in hexanes). After addition, Br2 (1.3 mL) in cyclohexane (7.4 mL) was added over 10 min. The reaction mixture was allowed to warm up to RT and was stirred at this temperature for 3 h. The reaction mixture was then cooled to 0° C., carefully quenched with HCl (1M, 32 mL) and extracted with EtOAc (2×). The combined org. phases were washed with aq. sodium thiosulfate (20%), dried over MgSO4 and evaporated to dryness to give 4.5 g of the desired product. The crude was used without further purification.

来源