Reaktion #56734

Reaktionsgleichung

CH2Cl2 hexane

sodium

5-nitroguaiacol

allyl bromide

→

3-Allyloxy-4-methoxynitrobenzene

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenThe solvent was concentrated in vacuum
2. 2
   Waschenthe residue washed with water
3. 3
   SonstigeThe product was isolated by filtration
4. 4
   Sonstigedried in a vacuum
5. 5
   SonstigeA sample recrystallized from methanol
6. 6
   Sonstigegave m.p. 93-94° C.

Vorschrift

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.

Quelle