There have been a series of modifications made to the Henry reaction. It is similar to the Aldol Addition, and also referred to as the Nitro Aldol Reaction. . A mixture of the SM (150 g, 0.999 mol) and NH4OAc (30.8 g, 0.40 mol) in nitromethane (1.5 L) was refluxed for 16 h. The mixture was concentrated then . The mechanism begins with deprotonation of the nitroalkane by the base to give a resonance stabilize anionic intermediate which subsequently attacks the carbonyl compound to form an alkoxide. Ammonium acetate (NH4OAc) is a salt formed from the reaction of ammonia and acetic acid. One reaction in which ammonium acetate is commonly used in is Henry reactions. Examples. . The alkoxide then picks up a proton from the conjugate acid of the base (H2O in this case) to give the final β-nitro alcohol product and regenerate the base catalyst. The Henry Reaction is a base-catalyzed C-C bond-forming reaction between nitroalkanes and aldehydes or ketones. Ammonium acetate is labeled as an irritant. The Henry reaction is an organic reaction used to convert a nitroalkane with an α-hydrogen and an aldehyde or ketone to a β-nitro alcohol using a base catalyst. If acidic protons are available (i.e. This usually is achieved by using elevated reaction temperatures. Nitroalkenes are often the desired product of a Henry reaction. One reaction in which ammonium acetate is commonly used in is Henry reactions. The Henry reaction is an organic reaction used to convert a nitroalkane with an α-hydrogen and an aldehyde or ketone to a β-nitro alcohol using a base catalyst. when R = H), the products tend to eliminate water to give nitroalkenes. 1) Patent Reference: WO2016014463, page 94, (6.7 MB), 3) www.sigmaaldrich.com: Ammonium acetate (link), 4) www.alfa.com: A16343 Ammonium acetate, 97% (link). Of these some of the most important include employing high-pressure and sometimes solvent free conditions to improve chemo- and regioselectivity and chiral metal catalysts to induce enantio-or diastereoselectivity. . It can be useful for applications that require buffered solutions. Reaction Map: The reaction map is intended to provide insight into possible reactions one step before and after the title reaction. The aza-Henry reaction is also used to produce nitroamines and can be a reliable synthetic route for the synthesis of vicinal diamines. Henry Reaction.
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