Everything about The Meyers Synthesis totally explained
The
Meyers synthesis is an
organic synthesis for the preparation of unsymmetrical
aldehydes via
hydrolysis of an
oxazine . The reaction is named after the American chemist
Albert I. Meyers.
»
The starting compound is a dihydro-1,3-oxazine with an
alkyl group in the 2 position. The alpha proton is
acidic and can be abstracted by a strong
base such as
butyl lithium and subsequently alkylated by an
alkyl halide (
haloalkane). In the next step the
nitrogen to carbon
double bond (
imine) is
reduced with
sodium borohydride and the resulting oxazine (a
hemiaminal)
hydrolyzed with water and
oxalic acid to the aldehyde.
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