326-58-9Relevant articles and documents
An unexpected Pummerer rearrangement in the synthetic route to ethyl (2′-hydroxy-4′,5′-methylenedioxyphenyl)acetate: An alternative approach to 2,3-dimethylthio benzofurans
Carre?o-Montero, Ariel,Maldonado, Luis A.,Chávez, María Isabel,Hernández-Ortega, Simón,Delgado, Guillermo
, (2019)
The synthesis of ethyl (2′-hydroxy-4′,5′-methylendioxophenyl)acetate, a fragment of the antihyperglycemic natural coumarin subcoriacin, is reported. We found an expeditious route to the title compound in five steps. Final metal catalyzed acid ethanolysis of the vinylic 1,1-methylthio methylsulfoxide derivative afforded the required aryl acetic ester, but in the absence of metal catalyst, an unexpected Pummerer rearrangement produced the 2,3-dimethylthiofuran derivative as the major product. This last result provides an alternative entry to 2,3-dimethlythiobenzofurans.
Synthesis process 3,4 -methylenedioxy phenol
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Paragraph 0027; 0030; 0033; 0036; 0038; 0041; 0043; ..., (2021/10/30)
The invention relates to the technical field of compound synthesis, in particular to a synthesis process of 3,4 -methylenedioxy phenol, which comprises the following steps: 3,4 - methylenedioxy acetophenone. The second Catalyst, first solvent was added to the autoclave, and an oxidant was added, and reacted 25 - 50 °C under 4 - 8h, and the first solvent was separated and the solvent was separated. The resulting 3,4 -methylenedioxy phenol acetate is obtained. The second Solvent, sodium hydroxide solution was added to the autoclave, and reacted 20 - 60 °C at 2 - 6h, adjusted pH to 3-6 to obtain 3,4 - methylenedioxy phenol. The method solves the problems that 3,4 -methylenedioxy acetophenone in the prior art is low in yield and large in separation difficulty in preparation of sesame phenol. The process takes the pepper ring as the starting raw material and is divided into three-step reaction synthesis, the raw material conversion rate is high, no other side reaction is avoided, the reaction condition is mild, the production cost is low, and the product quality is better.
Protection of COOH and OH groups in acid, base and salt free reactions
Zhu, Xiaotao,Qian, Bo,Wei, Rongbiao,Huang, Jian-Dong,Bao, Hongli
supporting information, p. 1444 - 1447 (2018/04/12)
We report an iron-catalyzed general functional group protection method with inexpensive reagents. This environmentally benign process does not use acids or bases, and does not produce waste products. Further purification beyond filtration and evaporation is, in most cases, unnecessary. Free COOH and OH groups can be protected in a one-pot reaction.