18780-93-3

Upstream product

• 3818-99-3 10-acetyl-3,4,6,7-tetrahydro-5-methoxy-2,2,8,8-tetramethyl-2H,8H-benzo<1,2-b:5,4-b'>dipyran 
• 89051-95-6 1-(5-hydroxy-2,2,8,8-tetramethyl-3,4,7,8-tetrahydro-2H,6H-pyrano[3,2-g]chromen-10-yl)-ethanone 
• 77-78-1 dimethyl sulfate 
• 115-18-4 2-methyl-3-buten-2-ol 
• 480-66-0 2,4,6-trihydroxyacetophenone 
• 7507-89-3 2,6-dihydroxy-4-methoxy-acetophenone 

Relevant academic research and scientific papers

Convenient Synthesis of Alloevodione, Alloevodionol and Franklinone

3,4-Dihydro-6-hydroxy-5,7-dimethoxy-2,2-dimethyl-2H-1-benzopyran (5), obtained by nuclear prenylation of 2,6-dimethoxyquinol, on methylation followed by Friedel-Crafts acetylation gives 8-acetyl-3,4-dihydro-7-hydroxy-5,6-dimethoxy-2,2-dimethyl-2H-1-benzopyran (7).Dehydrogenation of 7 with DDQ followed by methylation affords alloevodione (9).Similar isoprenylation of 2,6-dihydroxy-4-methoxyacetophenone gives a mixture of dichroman (10) and the monochroman (11).Dehydrogenation of 10 and 11 furnishes franklinone (3) and alloevodionol (1) respectively.

ACID-CATALYZED CONDENSATION OF ISOPRENE AND 2-METHYLBUT-3-EN-2-OL WITH PHLOROACETOPHENONE, NEW SYNTHESIS OF ALLOEVODIONOL AND FRANKLINONE

The naturally occurring acetylchromenes, alloevodionol (1) and franklinone (2) have been synthesized by the nuclear isoprenylation of phloroacetophenone followed by the partial methylation and dehydrogenation of the chromans thus obtained.