Alkyl nitrites reacts with compound with acidic hydrogen like ketones to form oximes(for example first step in synthesis of dimethylgyloxime).
Oxygen in ketone group is electronegative and this makes alpha hydrogen acidic.
Does this(or similar) reaction occurs with chloroalkanes?
For example would (1-Chloroethyl)benzene react with alkyl nitrite in similar manner to acetophenone?
On orgsyn.org there is reaction of phenacyl chloride and alkyl nitrite so chlorine atom does not prevent this reaction(but it is attached to this same
carbon that oxime group is attached to...)
As an excercise i'm thinking how it would be possible to attach oxime(or other nitrogen containing group like nitro, nitroso or primary amine to (1-Chloroethyl)benzene
Also does presence of double bond hinder this reaction? Say reaction of cinnamic aldehyde and alkyl nitrite?
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