(Z)-1,2,3-trimethoxy-5-(4-methoxy-3-nitrostyryl)benzene → AC-7739 free base
Reaction equation
[N+:1]([C:4]1[CH:5]=[C:6](/[CH:12]=[CH:13]\[C:14]2[CH:19]=[C:18]([O:20][CH3:21])[C:17]([O:22][CH3:23])=[C:16]([O:24][CH3:25])[CH:15]=2)[CH:7]=[CH:8][C:9]=1[O:10][CH3:11])([O-])=O>C(O)(=O)C.[Zn]>[NH2:1][C:4]1[CH:5]=[C:6](/[CH:12]=[CH:13]\[C:14]2[CH:15]=[C:16]([O:24][CH3:25])[C:17]([O:22][CH3:23])=[C:18]([O:20][CH3:21])[CH:19]=2)[CH:7]=[CH:8][C:9]=1[O:10][CH3:11]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
700 mg of (Z)-1-(3-nitro-4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl) ethene were dissolved in 35 ml of acetic acid, and 7 g of zinc were added thereto and stirred for one hour. The reaction liquid was filtered, concentrated and purified by silica gel column chromatography (dichloromethane:hexane=2:1 by volume) to obtain 314 mg of the intended compound. The yield was 49.3%.