31776-35-9Relevant articles and documents
The acid-catalyzed oxidation of methoxybenzenes to p-benzoquinones by dimethyldioxirane
Adam,Shimizu
, p. 560 - 562 (1994)
Methoxybenzenes 1 were oxidized to phenols and/or p-benzoquinones by dimethyldioxirane; in the presence of strong acids, the intermediate phenols were effectively converted to the p-benzoquinones 3.
Oxidation of Methoxy- and/or Methyl-Substituted Benzenes and Naphthalenes to Quinones and Phenols by H2O2 in HCOOH
Orita, Hideo,Shimizu, Masao,Hayakawa, Takashi,Takehira, Katsuomi
, p. 1652 - 1657 (2007/10/02)
The oxidation of a number of arenes (methoxybenzenes, methylbenzenes, and naphthalenes) to quinones and phenols by H2O2 in HCOOH has been examined.Methoxybenzenes were much more easily oxidized to p-benzoquinones than methylbenzenes (e.g., 1,3,5-trimethoxybenzene was oxidized to 2,6-dimethoxy-p-benzoquinone in a 75percent yield and 1,2,4-trimethylbenzene to 2,3,5-trimethyl-p-benzoquinone in a 16percent yield).Electron-withdrawing substituents, such as nitro, cyano, and chloro groups, lowered the conversion of reactants and changed the product selectivity from quinones to phenols.Methoxybenzonitriles were oxidized to corresponding phenols in a moder ate yield (e.g., 2,6-dimethoxybenzonitrile to 3-hydroxy-2,6-dimethoxybenzonitrile in a 39percent yield and a 64percent selectivity).
Ubiquinones and related compounds. XXII. Synthesis of 2,3-dimethoxy-5-methyl-1,4-benzoquinone and its ethylhomologues
Sugihara,Watanabe,Kawamatsu,Morimoto
, p. 109 - 120 (2007/10/05)
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