Preparation of 4-Nitrostyrene

摘要

The interaction of D,L-l-(4-nitrophenyl)ethanol with SOCl2 and P4O_(10) has been studied. In the reaction of D,L-1-(4-nitrophenyl)ethanol with SOCl2 a mixture of l-(4-nitrophenyl)-1-chloroethane, 1,1'-bis-(4-nitrophenyl)diethyl ether, and 4-nitrostyrene (yield 21%) has been formed. The direction of reaction of D,L-1-(4-nitrophenyl)ethanol with P4O_(10) in toluene has been affected significantly by the order of reagents addition and the solution concentration. 4-Nitrostyrene has been obtained in the only case: the addition of P4O_(10) to a diluted solution of D,L-1-(4-nitrophenyl)ethanol and subsequent refluxing. Also the procedure of 4-nitrostyrene preparation via the cleavage of 2-(4-nitrophenyl)ethyl nitrate with alkoxy anion in the alcoholic solution has been upgraded.