Allyl bromide → HCID 20185127, compound
Reaction equation
[CH2:1]([N:3]1[C:11]2[C:6](=[CH:7][C:8]([OH:12])=[CH:9][CH:10]=2)[CH2:5][C:4]1=[O:13])[CH3:2].[CH2:14](Br)[CH:15]=[CH2:16].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:14][CH:15]1[O:12][C:8]2=[CH:7][C:6]3[CH2:5][C:4](=[O:13])[N:3]([CH2:1][CH3:2])[C:11]=3[CH:10]=[C:9]2[CH2:16]1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 17.7 g. (0.1 mole) of 1-ethyl-5-hydroxyoxindole, 8.66 ml. (0.1 mole) of allyl bromide and 13.8 g. (0.1 mole) of potassium carbonate in 500 ml. of acetone was heated at reflux for 3 hours. The reaction was cooled, filtered and concentrated. The residue was purified by chromatographing on 550 g. of silica gel using diethyl ether-hexane (1:1, v:v) as the eluent to give 9.8 g. (45% yield) of the desired compound.