Reacción #160764

Ecuación de reacción

EtOAc

5-methyl-3-(3-nitropyridin-4-yl)cyclohex-2-enol

p-TSA

→

(+/−)-4-(5-methylcyclohexa-1,3-dienyl)-3-nitropyridine

Rendimiento 68.0%

Disolventes

dioxane

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe solution was cooled to room temperature

Procedimiento

To a solution of 5-methyl-3-(3-nitropyridin-4-yl)cyclohex-2-enol (1.0 equiv.) in dioxane (0.1M) was added p-TSA (1.0 equiv.), and the reaction was stirred at 100° C. for 3 h. The solution was cooled to room temperature, then passed through a pad of neutral alumina eluting with EtOAc to yield (+/−)-4-(5-methylcyclohexa-1,3-dienyl)-3-nitropyridine as a yellow oil in 68% yield. LC/MS=217.1 (M+H), LC=3.908 min.

Fuente