Reacción #52131

Ecuación de reacción

resorcinol

cyanuric chloride

aluminum chloride

phenyl ether

→

2,4-bis(2,4-dihyroxyphenyl)-6-(4-phenoxyphenyl)-1,3,5-triazine

Rendimiento 10.1%

Disolventes

o-dichlorobenzene

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturagradually heated to 110-115° C.
2. 2
   Otrothe reaction mixture quenched with water
3. 3
   OtroO-Dichlorobenzene was removed azeotropically from the product mixture
4. 4
   Filtraciónthe precipitated material filtered
5. 5
   Lavadowashed with water
6. 6
   OtroThe crude product was purified by column chromatography

Procedimiento

To a stirring mixture of 9 gm of cyanuric chloride, 20 gm of aluminum chloride in 50 mL of o-dichlorobenzene was added 8.5 gm of phenyl ether followed by 11 gm of resorcinol. The reaction mixture was first stirred at room temperature and then gradually heated to 110-115° C., and then held for 4 hr at this temperature. The heating was discontinued, and the reaction mixture quenched with water. O-Dichlorobenzene was removed azeotropically from the product mixture, the precipitated material filtered, and washed with water. The crude product was purified by column chromatography to give 2.3 gm of pure 2,4-bis(2,4-dihyroxyphenyl)-6-(4-phenoxyphenyl)-1,3,5-triazine, identified by HPLC, NMR, LC-UV and mass spectroscopy.

Fuente