Reaktion #55568

Reaktionsgleichung

2-nitro-1-phenyl-1-propene

tetranitromethane

methanol

sodium

methanol

→

2,2-dinitro-1-methoxy-1-phenylpropane

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added dropwise
2. 2
   SonstigeThe product was isolated
3. 3
   Sonstigepurified

Vorschrift

1.15 g (0.05 mol) of sodium metal dissolved in 75 ml of methanol was added dropwise with cooling (0°-10° C.) a solution of 4.0 g (0.025 mol) of 2-nitro-1-phenyl-1-propene and 4.9 g (0.025 mol) of tetranitromethane in 25 ml of methanol. The resulting solution was stirred at room temperature for 1 hour. The product was isolated and purified as described in Example 1 above, except that acidification prior to workup was omitted. Ultimately there was obtained 2.5 g (42%) of analytically pure, white crystalline 2,2-dinitro-1-methoxy-1-phenylpropane, mp 53°-55° C. The same procedure was employed to prepare the 2-ethoxy and 2-propoxy derivatives with the exception that the appropriate alcohol was substituted for methanol.

Quelle