Synthesis of Aromatic Aldehydes by means of benzyl halides and sodium salts of nitropropane.
A Hass-Bender Rxn:
ArCH2X + (CH
3)
2C=NO
2-Na
+-(25-80°C, abs. EtOH)-> intermediate--> aldehyde (70-80%yeild)
where Ar: just about any sub. you can think of.
X : Br, Cl, I
Hass H. B., Bender M. L., J. Am. Chem.
Soc., 1949, 71, 1767.
Blomquist A. e.a., J. Org. Chem., 1961, 26, 1687.
Klanderman B. H., J. Org. Chem., 1966, 31, 2618.
SOP, 4, 486
http://www.pmf.ukim.edu.mk/PMF/Chemistry/reactions/hass-bender.htm