Paterno-Büchi reaction



  • LUMOS 43
  • Quartz NMR tube


  • Benzaldehyde: 10 mg
  • Furane: 1 mL



Benzaldehyde (10 mg) is dissolved in 1 mL of furan in a standard quartz NMR tube. The sample is then irradiated in a LUMOS 43 reactor at 375nm for 16 hours. Evaporation of the excess furan gives a mixture of unreacted benzaldehyde and the [2+2] cycloadduct 3. With neither stirring, nor degassing and by using technical grade reagent without additional purification, a yield of 54% is obtained. The product is easily identifiable by 1H-NMR from the crude mixture, taking the unreacted benzaldehyde singlet (d10.03 ppm) as an internal standard: 3.67 (m, 1H), 5.48 (t, J=3 Hz, 1H), 5.58 (d, J=3 Hz, 1H), 6.57 (d, J=4.5 Hz), 6.73 (d, J=3 Hz, 1H), 7.5 (5H).


A.G. Griesbeck, S. Stadtmüller, Chem. Ber. 1990, 123, 357-362.