1,8-Diazabicyclo(5.4.0)undec-7-ene → 1-(2-Cyclopropylethenyl)-2-nitrobenzene
Reaction equation
Cl[CH:2]([CH:13]1[CH2:15][CH2:14]1)[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N+:10]([O-:12])=[O:11].N12CCCN=C1CCCCC2>O1CCOCC1>[CH:13]1([CH:2]=[CH:3][C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[N+:10]([O-:12])=[O:11])[CH2:15][CH2:14]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To 1 g (4.25 mmol, purity 96%) of 1-(2-chloro-2-cyclopropylethyl)-2-nitrobenzene in 20 ml of dioxane is added 0.65 g (4.25 mmol) of 1,8-diazabicyclo(5.4.0)undec-7-ene, and the mixture is stirred at room temperature for 12 h. Subsequently, the solvent is concentrated under reduced pressure and the residue is admixed with ethyl acetate and water. After the organic phases have been removed and the solvent has been concentrated by evaporation, 0.7 g (79% of theory) of 1-[2-cyclopropylvinyl]-2-nitrobenzene is obtained.