The Vespiary

The Hive => Novel Discourse => Topic started by: obituary on August 15, 2001, 06:05:00 PM

Title: Arom. ald. synth
Post by: obituary on August 15, 2001, 06:05:00 PM

Synthesis of Aromatic Aldehydes by means of benzyl halides and sodium salts of nitropropane.
A Hass-Bender Rxn:

ArCH2X +  (CH₃)₂C=NO₂^-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 (http://www.pmf.ukim.edu.mk/PMF/Chemistry/reactions/hass-bender.htm)