how can I prepare 5-nitro-2-indanone? [closed]








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I want to make 5-hydroxy-2-indanone, so I need make 5-nitro-2-indanone first.But I can find any documents for reference. please give me some suggestion, thanks




Drawing on Klaus's comment and reference to the preparation of 2-indanone, I suggest starting with the commercially available 3,4-dimethyl anisole. Bromination under radical conditions (non-polar solvent, AIBN, arc lamp) with NBS should give the bis-bromomethyl compound. Reaction with the anion of dithiane with 2eq of strong base should give the dithiane of 5-methoxy-2-indanone. Deprotection with boron tribromide reveals the OH and dithiane removal by acid hydrolysis or Hg++ gives 5-hydroxy-2-indanone.


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