反応 #1269857

反応方程式

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

THF

n-BuLi

Br2

→

desired product

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

溶媒

cyclohexane

反応条件

後処理

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

実験手順

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.

出典