反应 #1884955

反应方程式

2-(4′-nitrophenyl)-6-methoxy benzothiazole

BBr3

→

product

收率 55.0%

2-(4′-Nitrophenyl)-6-hydroxybenzothiazole

收率 55.0%

溶剂

CH2Cl2

反应条件

后处理

1. 1
   其他The reaction was then quenched with water
2. 2
   萃取extracted with ethyl acetate (3×20 mL)
3. 3
   洗涤washed with water
4. 4
   干燥dried over MgSO4
5. 5
   其他evaporated
6. 6
   其他The residue was purified by flash chromatography (silica gel, hexanes:ethyl acetate=1:1)

实验过程

To a suspension of 2-(4′-nitrophenyl)-6-methoxy benzothiazole (400 mg, 1.5 mmol) in CH2Cl2 (10 mL) was added BBr3 (1M in CH2Cl2, 10 mL, 10 mmol). The reaction mixture was stirred at room temperature for 24 hr. The reaction was then quenched with water, and extracted with ethyl acetate (3×20 mL). The organic layers were combined and washed with water, dried over MgSO4, and evaporated. The residue was purified by flash chromatography (silica gel, hexanes:ethyl acetate=1:1) to give the product as a yellow solid (210 mg, 55%). 1HNMR (300 MHz, Acetone-d6) δ (ppm): 9.02(s, OH), 8.41(d, J=9.1 Hz, 1H), 8.33(d, J=9.1 Hz, 1H), 7.96(d, J=8.6 Hz, 1H), 7.53(d, J=2.4 Hz, 1H), 7.15(dd, J1=8.6 Hz, J2=2.4 Hz, 1H).

来源