Reacción #410302

Ecuación de reacción

sodium nitrite

sodium nitrate

2-phenylphenol

sulfuric acid

→

desired product

Rendimiento 24.0%

2-nitro-6-phenylphenol

Rendimiento 24.0%

Disolventes

methylene chloride

methylene chloride

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónextracted with water
2. 2
   SecadoThe organic layer was dried over MgSO4
3. 3
   Filtraciónfiltered
4. 4
   OtroThe solvent was evaporated

Procedimiento

2-phenylphenol (3.00 g, 17.6 mmol) was dissolved in methylene chloride(40 ml) followed by the addition of sodium nitrate (1.65 g, 19.4 mmol). The addition of sulfuric acid (25 ml/3M) was then made, followed by addition of a catalytic amount of sodium nitrite. The mixture was allowed to stir. After 24 hrs, the reaction mixture was diluted with methylene chloride and extracted with water. The organic layer was dried over MgSO4 and filtered. The solvent was evaporated and chromatography of the resulting solid on silica gel (4% MeOH/CH2Cl2) gave the desired product(900 mg, 24%). 1H NMR (CD3COCD3): d 8.19 (d,1H), 7.79 (d,1H), 7.64 (d, 2H), 7.50 (t, 2H), 7.45 (t, 1H), 7.22 (t, 1H).

Fuente