75833-43-1Relevant academic research and scientific papers
Rearrangement Reactions of Bicyclic Systems. Part V. Acid-catalysed Rearrangements of 1,4-Dihydro-1,5,8-trimethoxy-1,4-ethenonaphthalene and the Remarkable Effect of Aromatic Methoxy-groups on the Course of the Reaction
Hales, Neil J.,Heaney, Harry,Hollinshead, John H.,Sharma, Ram P.
, p. 7403 - 7410 (1995)
3,6-Dimethoxyanthranilic acid (2) has been prepared by a procedure that is more reliable than our earlier one and used as a 3,6-dimethoxybenzyne precursor in a reaction with anisole to give 1,4-dihydro-1,5,8-trimethoxy-1,4-ethenonaphthalene (1,5,8-trimeth
Benzocyclobutenes. Part 5. Synthesis of 4-Hydroxy-, 4,5-Dihydroxy-, and 3,6-Dihydroxy-benzocyclobutene-1,2-dione (Benzologues of Semisquaric and Squaric Acid)
Abou-Teim, Omar,Jansen, Robert B.,McOmie, John F. W.,Perry, David H.
, p. 1841 - 1846 (2007/10/02)
4-Methoxy- and 4,5-dimethoxy-benzocyclobutene-1,2-dione have been made by flash vacuum pyrolysis of the anthracene adducts of the corresponding phthalazine-1,4-diones which were prepared from the appropriate methoxyphthalic anhydrides. 3,6-Dimethoxybenzocyclobutene-1,2-dione has been prepared from 2-amino-3,6-dimethoxybenzoic acid via the addition of 3,6-dimethoxybenzyne to vinylidene chloride followed by hydrolysis of the resulting 1,1-dichloro-3,6-dimethoxybenzocyclobutene, bromination, and further hydrolysis.The three methoxy-diones and 4,5-dimethoxyphthalaldehyde have been demethylated by heating them with hydrobromic acid and the pKa values of the four hydroxy-compounds have been measured.Preliminary experiments on the synthesis of 4,5-dimethoxybenzocyclobutene are recorded.
