2-(4-Bromo-2-ethylphenyl)cyclopent-4-ene-1,3-dione → 2-(4-Bromo-2-ethylphenyl)cyclopentane-1,3-dione
Reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[C:12](=[O:13])[CH:11]=[CH:10][C:9]2=[O:14])=[C:4]([CH2:15][CH3:16])[CH:3]=1>C(O)(=O)C.[Zn]>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[C:12](=[O:13])[CH2:11][CH2:10][C:9]2=[O:14])=[C:4]([CH2:15][CH3:16])[CH:3]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
To a suspension of zinc dust (2.0 g, 0.03 mol) in glacial acetic acid (30 ml) is added a solution of 2-(4-bromo-2-ethylphenyl)cyclopent-4-ene-1,3-dione (1.20 g, 0.0043 mol) in glacial acetic acid (20 ml) dropwise over 10 minutes. After stirring of the resultant suspension for 20 hours at room temperature the reaction mixture is filtered through diatomaceous earth and the filtrate is evaporated under reduced pressure to afford 2-(4-bromo-2-ethylphenyl)cyclopentane-1,3-dione as a pink solid.