Bromine → (R)-(-)-5-Bromo-2-(1-methylheptyloxy)benzonitrile
Reaction equation
[CH3:1][C@@H:2]([O:9][C:10]1[CH:17]=[CH:16][CH:15]=[CH:14][C:11]=1[C:12]#[N:13])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].BrBr.[Br:20]C1C=CC(OC[C@@H](C)CC)=C(C=1)C#N>C(Cl)(Cl)Cl>[Br:20][C:15]1[CH:16]=[CH:17][C:10]([O:9][C@H:2]([CH3:1])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])=[C:11]([CH:14]=1)[C:12]#[N:13]Participants
5
Procedure
Quantities: compound 40 (12.34 g, 0.054 mol), bromine (17.15 g, 0.0107 mol), chloroform (100 ml). The experimental procedure was as described for the preparation of compound 41. The crude product was purified by column chromatography (20% petrol/dichloromethane) to give a fawn oil.