Reacción #2267082

Ecuación de reacción

compound 14

6-Acetylamino-3-methyl-1-(4-nitrophenyl)-7-methoxyisochroman

acetone

→

desired product

Rendimiento 82.0%

3-Acetylamino-4-methoxy-6-(4-nitrobenzoyl)-phenylacetone

Rendimiento 82.0%

Disolventes

H2SO4

Condiciones de reacción

Tratamiento posterior

1. 1
   ExtracciónThe solution was extracted with ethyl acetate three times
2. 2
   LavadoThe combined organic phase was washed with brine
3. 3
   Secadoby drying over Na2SO4
4. 4
   OtroRemoval of the solvent

Procedimiento

To a solution of compound 14 (0.375 g, 1.05 mmol) in 30 ml of acetone was added 3 ml of CrO3 in 35% H2SO4 at 0° C. The resulted solution was stirred another 2 h at same temperature. Ice water was added. The solution was extracted with ethyl acetate three times. The combined organic phase was washed with brine, followed by drying over Na2SO4. Removal of the solvent afforded the desired product in the yield of 82%. 1HNMR(CDCl3): 8.5-7.8 (m, 6H), 6.8 (s, 1H), 4.08 (s, 2H), 3.8 (s, 3H), 2.24 (s, 3H), 2.21 (s, 3H).

Fuente