124016-76-8

Upstream product

• 108-88-3 toluene 
• 2035-75-8 adipic anhydride 
• 100847-96-9 5-(p-toluoyl)valeric acid 
• 917-64-6 methyl magnesium iodide 
• 91202-39-0 6-oxo-6-p-tolylhexanoic acid methyl ester 

Downstream Products

• 124034-05-5 6-(3-Amino-4-methyl-phenyl)-heptanoic acid 
• 124016-83-7 6-(3-Hydroxy-4-methyl-phenyl)-heptanoic acid 
• 124016-75-7 6-(3-methoxy-4-methylphenyl)heptanoic acid 
• 124016-82-6 6-(4-Methyl-3-nitro-phenyl)-heptanoic acid 

Relevant academic research and scientific papers

Synthesis of 2-hydroxy-3,6,10-trimethylbenzocyclooct-5-ene (isoparvifolin), a sesquiterpenic benzocyclooctene

The synthesis of 2-hydroxy-3,6,10-trimethylbenzocyclooct-5-ene (2) (isoparvifolin), a double bond isomer of the naturally occuring phenolic sesquiterpene (1) (parvifolin) is described.The key intermediate, 6-(3-methoxy-4-methylphenyl)heptanoic acid (3), required for the synthesis of 2 has been made from the keto ester (4) in two ways (4 -> 5 -> 6 -> 7 -> -> 3; 4-> -> 8 -> -> 3).The methoxyaryl heptanoic acid (3) is cyclodehydrated to the benzocyclooctanone (9).Vilsmeier reaction on the corresponding benzocyclooctanol, obtained by NaBH4 reduction of 9 gives the unsaturated aldehyde (10).Two functional group transformations on 10 (CHO -> CH3 and OCH3 -> OH) by standard procedures finally yield isoparvifolin (2).