Reacción #63737

Ecuación de reacción

4-tert-butyl-2,3-dimethylpyridine N-oxide

trichloroacetyl chloride

sodium bicarbonate

→

2-chloromethyl-4-tert-butyl-3-methylpyridine

Disolventes

chloroform

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaat reflux under argon
2. 2
   workup.ADDITIONis added
3. 3
   Extracciónthe mixture is extracted with methylene chloride
4. 4
   Secadothe methylene chloride solution is dried
5. 5
   Concentraciónconcentrated
6. 6
   OtroThe thus-obtained crude product
7. 7
   Otrois chromatographed on silica gel (solvent: methylene chloride/ether [10:1])

Procedimiento

A solution of 9.8 g of 4-tert-butyl-2,3-dimethylpyridine N-oxide in 120 ml of abs. chloroform is boiled at reflux under argon and treated through the condenser with 25.5 ml of trichloroacetyl chloride. After 22 hours the reaction mixture is poured on to ice, whereupon 10% sodium bicarbonate solution is added, the mixture is extracted with methylene chloride and the methylene chloride solution is dried and concentrated. The thus-obtained crude product is chromatographed on silica gel (solvent: methylene chloride/ether [10:1]). The 2-chloromethyl-4-tert-butyl-3-methylpyridine obtained is processed directly.

Fuente