2- Heptanone, 5-nitro

By reduction combined with hydrolysis, 5-nitro-2-heptanone was converted to 2,5-heptanedione on treatment with titanium trichloride in aqueous glycol monomethyl ether in 85% yield [90S]. 

Water is removed with especial ease from alcohols whose hydroxyl group is in a /9-position to an oxo, alkoxycarbonyl, nitrile, or nitro group. For example, on aldolization of acetaldehyde the acid present in the reaction medium suffices for dehydration of the product to the unsaturated carbonyl compound, i.e., to crotonaldehyde. One hour s boiling with dilute sulfuric acid suffices for preparation of 3-hepten-2-one from 4-hydroxy-2-heptanone 39... 

In the alkyl nitration of ketones only one alpha hydrogen is replaced by the nitro group when equimolar amounts of base and ketone are employed. However, in the case of aliphatic ketones, mononitration is accompanied by a fragmentation reaction (11). Thus the nitration of 4-heptanone affords 3-nitro-4-heptanone, 1-nitropropane and ethyl butyrate (eq 9). In the case of cyclic... 

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