27364-68-7

Upstream product

• 3602-54-8 4,6-dihydroxy-2-methoxyacetophenone 
• 78-79-5 isoprene 
• 125116-28-1 Acetic acid 5-methoxy-2,2-dimethyl-chroman-7-yl ester 
• 50386-17-9 3,4-Dihydro-7-hydroxy-5-methoxy-2,2-dimethyl-2H-1-benzopyran 
• 153399-40-7 4',6'-bis(benzyloxy)-3'-(3-hydroxy-3-methylbutynyl)-2'-methoxyacetophenone 
• 153399-39-4 4',6'-bis(benzyloxy)-3'-iodo-2'-methoxyacetophenone 
• 95165-66-5 3-Iod-2-hydroxy-4,6-dibenzyloxy-acetophenon 
• 18065-05-9 1-[2,4-bis(benzyloxy)-6-hydroxyphenyl]ethanone 
• 153399-41-8 3'-(3-hydroxy-3-methylbutyl)-4',6'-dihydroxyacetophenone 
• 115-18-4 2-methyl-3-buten-2-ol 
• 529-70-4 6-acetyl-7-hydroxy-5-methoxy-2,2-dimethyl-2H-chromene 

Downstream Products

• 74517-64-9 5-Methoxy-2,2-dimethyl-8-phenyl-2H,6H-benzo<1,2-b : 5,4-b'>dipyran-6-one 
• 82448-52-0 6-(2'-Benzoylacetyl)-3,4-dihydro-7-hydroxy-5-methoxy-2,2-dimethyl-2H-1-benzopyran 
• 82448-53-1 3,4-Dihydro-5-methoxy-2,2-dimethyl-8-phenyl-2H,6H-benzo<1,2-b:5,4-b'>dipyran-6-one 
• 855172-44-0 1-(7-hydroxy-5-methoxy-2,2-dimethyl-chroman-6-yl)-3-phenyl-propan-1-one 
• 117155-33-6 6'-acetoxy-4-benzyloxy-2,2',5-trimethoxy-2,2-dimethyldihydropyrano<5,6-c>chalcone 
• 117155-34-7 4'-benzyloxy-2',5,5'-trimethoxy-2,2-dimethyldihydropyrano<5,6-g>isoflavone 
• 117155-35-8 4'-hydroxy-2',5,5'-trimethoxy-2,2-dimethyldihydropyrano<5,6-g>isoflavone 
• 117155-36-9 2',4',5,5'-tetramethoxy-2,2-dimethyldihydropyrano<5,6-g>isoflavone 
• 58084-83-6 2',4',5,5'-tetramethoxy-2,2-dimethylpyrano<5,6-g>isoflavone 
• 529-70-4 6-acetyl-7-hydroxy-5-methoxy-2,2-dimethyl-2H-chromene 
• 82448-51-9 6-Acetyl-7-benzoyloxy-3,4-dihydro-5-methoxy-2,2-dimethyl-2H-1-benzopyran 
• 50603-70-8 6-acetyl-7-benzyloxy-5-methoxy-2,2-dimethylchroman 

Relevant academic research and scientific papers

A facile synthesis of acetyl-hydroxy-2, 2-dimethylchromans and 2,2- dimethyl-2H-3,4-dihydropyranoflavanones - Dihydro mixtecacin, atalantoflavone dimethyl ether and racemoflavone dimethyl ether

Synthesis of acetyl-hydroxy-2, 2-dimethyl chromans by thermal-Fries rearrangement of acetoxy-2, 2-dimethylchromans has been described. The reaction of acetyl-hydroxy chromans (2, 4 and 6) with aryl aldehyde in the presence of aqueous ethanolic potassium h

A New Synthetic Route to Prenylphenols. Synthesis of 4',6'-Dihydroxy-2'-alkenyloxy-3'-(3-methyl-2-butenyl)acetophenones

The palladium-catalyzed coupling reaction of 4',6'-bis(benzyloxy)-3'-iodo-2'-methoxyacetophenone with 2-methyl-3-butyn-2-ol gave 4',6'-bis(benzyloxy)-3'-(3-hydroxy-3-methylbutynyl)-2'-methoxyacetophenone (5).Demethylation and bromination of the benzoate o

Hoesch Reaction of 3,4-Dihydro-2,2-dimethyl-2H-1-benzopyrans

A reinvestigation of the Hoesch reaction of 3,4-dihydro-7-hydroxy- and 3,4-dihydro-5,7-dihydroxy-2,2-dimethyl-2H-1-benzopyrans (I and IV) with acetonitrile and hydrogen chloride reveals the formation of 6-acetyl (II) and 6,8-diacetyl (III) derivatives in the case of I, and 6-acetyl (V), 8-acetyl (VI) and 6,8-diacetyl (VII) derivatives in the case of IV.However, when a similar reaction is carried out on benzopyrans VIII and XI only mono-acetyl derivatives are obtained in each case, i. e.IX and X from VIII, and XII and XIII from XI.

NUCLEAR ISOPRENYLATION OF POLYHYDROXYACETHOPHENONES ACID CATALYSED CONDENSATION WITH ISOPRENE

A novel method of nuclear isoprenylation leading to the exclusive formation of 2,2-dimethylchromans has been achieved by the direct condensation of polyhydroxyacetophenones with isoprene in presence of phosphoric acid.Acetylchromans, thus obtained, are dehydrogenated with DDQ to given corresponding 2,2-dimethylchromenes.Using this method, synthesis of number of naturally occuring chromenes, viz. ripariochromene A (6), eupatoriochromene (10), encecalin (11), isoevodionol (16), evodionol (17) and methylevodionol (18) has been affected.

A CONVENIENT SYNTHESIS OF ACETYLCHROMANS

A convenient one-step synthesis of acetylsubstituted 2,2-dimethylchromans involving the condensation of polyhydroxyacetophenones with 2-methylbut-3-ene-2-ol in presence of orthophosphoric acid is described.