反応 #1884955

反応方程式

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

BBr3

→

product

収率 55.0%

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

収率 55.0%

溶媒

CH2Cl2

反応条件

後処理

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

実験手順

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).

出典