Manufactured from cuminyl chloride
Include 174 parts of ethyl malonate to 10% ethanol option containing 68 parts of salt ethoxide, warmth to reflux, and after that slowly add 168.5 parts of industrial cuminyl chloride dropwise. When the response mores than (the alkalinity goes away), add 1200 parts of 10% salt hydroxide remedy, and afterwards heat to reflux for 4h. After distilling off ethanol, the catalyst was acidified with hydrochloric acid, as well as the resulting cuminylmethylmalonic acid was heated up to 185 ° C until no co2 progressed. The item is fractionated under reduced pressure, and also the portion at 153 ~ 157 ° C( 533Pa) is collected, which is p-isopropyl-α-methyldihydrocinnamic acid consisting of a small amount of ortho by-products, with a return of 90%.
Pass the above item together with formic acid with a response tube geared up with MnO2/pumice at a temperature level managed at 350 ° C to transform it right into Cyclamen Aldehyde with a return of 80%. The unrefined product is distilled under decreased stress, and the portion at 118-120 ° C( 800Pa) is collected to get the ended up product.
Synthesized from cuminaldehyde
Dissolve 10kg of potassium hydroxide in 400kg of ethanol, mix it with cuminaldehyde at 10 ° C, gradually go down 60kg of propionaldehyde right into it with stirring within 2-6 hours, and also keep the temperature level at 10-15 ° C. Neutralize the catalysts with acetic acid, very first distill ethanol out under normal stress, after that recover about 45kg of unreacted cuminaldehyde by purification under minimized pressure, and then accumulate the 152-158 ° C(1200Pa) fraction, which is p-isopropyl-α-methyl Cinnamaldehyde, the refractive index is 1.5860.
Dissolve the above product in ethanol, placed it in an autoclave, include 10% mass of reduced nickel or palladium-carbon driver, as well as accomplish hydrogenation at 100 ° C. Afterwards, the catalyst is filtered off, the solvent is recouped by atmospheric distillation, fractional purification under decreased pressure, and the fraction at 133 ~ 137 ° C (1.2 kPa) is collected, which is the product.
The reaction of cumene with formaldehyde and hydrochloric acid produces p-isopropylbenzyl chloride, then reacts with wuhaotropine to create dillaldehyde, then condenses with propionaldehyde to acquire p-isopropyl-α-methylcinnamaldehyde, as well as ultimately goes through Catalytic hydrogenation to get Cyclamen Aldehyde. If tert-butylbenzene is utilized as basic material, lilyaldehyde can be gotten by the above method, which has a softer fragrance, and also 3-(β-naphthyl)-2-methylpropionaldehyde is similar. Likewise scents like Cyclamen Aldehyde, however with more delicate notes. Making use of cumene and also α-methacrolein as raw materials, one-step synthesis of cyclamen aldehyde in the visibility of driver titanium chloride is an intriguing new technique.
