반응 #1772011

반응 방정식

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

BBr3

→

product

수율 55.0%

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

수율 55.0%

용매

CH2Cl2

반응 조건

후처리

1. 1
   기타The reaction was then quenched with water
2. 2
   추출extracted with ethyl acetate (3×20 mL)
3. 3
   세척washed with water
4. 4
   건조dried over MgSO4
5. 5
   기타evaporated
6. 6
   기타The residue was purified by flash chromatography (silica gel, hexanes:ethyl acetate=1:1)

실험 절차

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).

출처