Reacción #664793

Ecuación de reacción

1,3-Benzodioxole

HNO3

→

5-nitrobenzo[d][1,3]dioxole

Rendimiento 87.6%

Disolventes

H2O

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroat 6065° C
2. 2
   TemperaturaThe mixture was cooled to room temperature
3. 3
   Filtraciónfiltered

Procedimiento

1,3-Benzodioxole (10.0 g, 82 mmol) was added dropwise to a solution of con. HNO3 (65%-68%, 18 g) in H2O (39 g) at 6065° C. The mixture was then heated to 90° C. and stirred for 2 h at this temperature. The mixture was cooled to room temperature and poured into ice/water, filtered to give compound 5-nitrobenzo[d][1,3]dioxole (12.0 g, 87%) as a yellow solid. LCMS: 168 [M+1]+; 1H NMR (DMSO-d6) δ 6.27 (s, 2H), 7.12 (d, 1H, J=12 Hz), 7.76 (d, 1H, 3.2 Hz), 7.91 (dd, 1H, J1=12 Hz, J2=3.2 Hz).

Fuente