In the synthesis of Ibuprofen you can shake 1-(4-Isobutylphenyl)ethanol to produce 1-Chloro-1-(4-isobutylphenyl)ethane
In a separatory funnel at room temperature.
Usually its only tertiary alcohols that can proceed this way so fast, under mild but in this reaction its a secondary alcohol. Is it to do with the alkyl group with the hydroxyl activating the aromatic ring or maybe the para isopropyl group?
Any advice on this would be greatly appreciated :)