Hello, i have tryed the route from 2,4,5-trimethoxybenzaldehyde to the styrene and followed the procedure described at rodiums page (https://www.thevespiary.org/rhodium/Rhodium/chemistry/nitrostyrene.ultrasound.html (https://www.thevespiary.org/rhodium/Rhodium/chemistry/nitrostyrene.ultrasound.html)
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I have searced and searced.. are there anyone else that have tryed this with nitroethane? I think the yield was a little low (7,84 g aldehyde only gave 3,4 g styrene)it was sonicated for 4 h at 44 °C .. The rx-mixture had an deep orange/red colour and was vacuum destilled at 32 torr to remove all EtNO2 ,then it was poured into a beaker with dichlormethane and water. The organic layer was washed once with brine and solvent evaporated.. The oily residue was solved in hot MeOH and crystallized.. The styrene contains a lot of red material?? and i then rextallize it 2 more times... And the styrene is dryed under vacuum.. Mp =96,9°C .... A little low after all this crystallisations maybee?? could the yield get higher with an extra organic wash of the water i poured the reaction mix in? I got a lot of pictures of the whole process if someone is interested.. Which styrene route give the highest yield of this aldehyde? :P