(E)-3-(3-Bromo-1,4-naphthoquinon-2-yl)-2-methylpropenoic Acid → (E)-3-(3-chloro-1,4-naphthoquinon-2-yl)-2-propylpropenoic acid
Reaction equation
[Cl:1][C:2]1[C:3](/[CH:16]=[C:17](\[CH2:21][CH2:22][CH3:23])/[C:18]([OH:20])=[O:19])=[C:4]([O:14]C)[C:5]2[C:10]([C:11]=1[O:12]C)=[CH:9][CH:8]=[CH:7][CH:6]=2.BrC1C(=O)C2C(=CC=CC=2)C(=O)C=1/C=C(\C)/C(O)=O>CC(C)=O>[Cl:1][C:2]1[C:11](=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:14])[C:3]=1/[CH:16]=[C:17](\[CH2:21][CH2:22][CH3:23])/[C:18]([OH:20])=[O:19]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Compound 43b was prepared from 42b (0.053 g, 0.16 mmol) as described above for 39a to give 0.016 g (0.05 mmol, 33%) of the product as a yellow solid following flash chromatography (2:3 acetone:hexanes 0.5% AcOH) and recrystallization from Et2O/hexanes.