Reacción #56734

Ecuación de reacción

CH2Cl2 hexane

sodium

5-nitroguaiacol

allyl bromide

→

3-Allyloxy-4-methoxynitrobenzene

Disolventes

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   ConcentraciónThe solvent was concentrated in vacuum
2. 2
   Lavadothe residue washed with water
3. 3
   OtroThe product was isolated by filtration
4. 4
   Otrodried in a vacuum
5. 5
   OtroA sample recrystallized from methanol
6. 6
   Otrogave m.p. 93-94° C.

Procedimiento

97.5 g (0.51 mole) of the sodium salt of 5-nitroguaiacol was dissolved in one liter of DMF and 1.5 equivalents of allyl bromide added. The reaction was heated to 65° C. for two hours, after which time much of the dark color had discharged and tlc (1:1 CH2Cl2/hexane) indicated loss of starting material. The solvent was concentrated in vacuum and the residue washed with water. The product was isolated by filtration and dried in a vacuum. This gave 112 g of pale yellow solid. A sample recrystallized from methanol, gave m.p. 93-94° C.

Fuente