3905-27-9

Upstream product

• 31914-19-9 4-(2',4',5'-trimethoxyphenyl)-4-oxobutanoic acid 
• 2020-73-7 1-(2,4,5-trimethoxyphenyl)-1-butanone 
• 121-33-5 vanillin 
• 2015-80-7 2,5-Dihydroxy-4-methoxy-butyrophenon 
• 2015-55-6 Methoxy-hydrochinon-dibutyrat 
• 824-46-4 methoxyhydroquinone 
• 135-77-3 1,2,4-trimethoxy-benzene 
• 867131-11-1 6-(2,4,5-trimethoxy-phenyl)-4,5-dihydro-2H-pyridazin-3-one 

Downstream Products

• 15254-76-9 8-hydroxy-2-methoxynaphthalene-1,4-dione 

Relevant academic research and scientific papers

Two New Syntheses of the Pyranojuglone Pigment α-Caryopterone

By a simple process, 3-methoxyjuglone ( = 8-hydroxy-2-methoxy-1,4-naphthoquinone; 9) has been synthesized from 1,2,4-trimethoxybenzene (5) and converted, after prenylation, to α-caryopterone (1; Scheme 1), a pyranojuglone pigment from Caryopteris clandonensis.On the other hand, juglone ( = 5-hydroxy-1,4-naphthoquinone; 12) was regioselectively prenylated at C(2) via its 1-methoxy-cyclohexa-1,3-diene adduct 15 (Scheme 2).The 2-prenyljuglone (4) thus formed led to 1 after oxidation and other reactions.

Synthesis of Methoxy-2-hydroxy-1,4-naphthoquinones and Reaction of One Isomer with Aldehydes under Basic Conditions

Two protocols for the synthesis of methoxy-2-hydroxy-1,4-naphthoquinones were investigated in order to evaluate their behavior towards aldehydes under amine-basic conditions. Both the nature of the quinone and aliphatic aldehyde contribute to the viability of this condensation as well as further transformations.