Synthesis of Phenanthrene Alkaloids from Herbal Aporphine Alkaloids in Subcritical Water Using Synthesis of Seco-Glaucine as an Example

摘要

Transformation of the model aporphine alkaloid glaucine into the phenanthrene alkaloid secoglaucine (seco-GL) in subcritical water at 100-250 degrees C without catalytic additives is studied. The maximum yield of seco-glaucine is achieved at 250 degrees C. It is shown that under these conditions the load of the initial compound affects only slightly the yield of the target compound, which is on average 80%. The increase of the GL load up to 400 mg results in precipitation of the target seco-GL directly from the reaction mixture. The suggested method avoids the use of costly and toxic organic solvents.