Br?nsted Acid Catalyzed Tandem Defunctionalization of Biorenewable Ferulic acid and Derivates into Bio‐Catechol

Bomon Jeroen; Van Den Broeck Elias; Bal Mathias; Liao Yuhe; Sergeyev Sergey; Van Speybroeck Veronique; Sels Bert F.; Maes Bert U. W.

摘要

Abstract > An efficient conversion of biorenewable ferulic acid into bio‐catechol has been developed. The transformation comprises two consecutive defunctionalizations of the substrate, that is, C?O (demethylation) and C?C (de‐2‐carboxyvinylation) bond cleavage, occurring in one step. The process only requires heating of ferulic acid with HCl (or H <sub>2</sub> SO <sub>4</sub> ) as catalyst in pressurized hot water (250?°C, 50?bar N <sub>2</sub> ). The versatility is shown on a variety of other (biorenewable) substrates yielding up to 84?% di‐ (catechol, resorcinol, hydroquinone) and trihydroxybenzenes (pyrogallol, hydroxyquinol), in most cases just requiring simple extraction as work‐up. </abstract> </span> <span class="z_kbtn z_kbtnclass hoverxs" style="display: none;">展开▼</span> </div> <div class="translation abstracttxt"> <span class="zhankaihshouqi fivelineshidden" id="abstract"> <span>机译：</span><Abstract Type =“Main”XML：Lang =“en”> <标题类型=“main”>抽象</ title> > 已经开发出生物治生物可生育酸进入生物儿茶酚中的有效转化。转化包括底物的两个连续副官能化，即C 2 O（去甲基化）和C 2（DE-2-羧基化）键切割，在一步中发生。该过程仅需要加热HCl（或H. <sub> 2 </ sub> 所以 <sub> 4 </ sub> ）作为加压热水中的催化剂（250Ω·℃，50Ω·棒 <sub> 2 </ sub> ）。在大多数情况下，多种其他（生物治愈）底物上的多种其他（生物治疗）底物上产生高达84℃的底物（CateChol，间苯二酚，氢醌）和三羟基苯（羟基喹啉），只需将简单的提取为上身即可。 </ p> </摘要> </span> <span class="z_kbtn z_kbtnclass hoverxs" style="display: none;">展开▼</span> </div> </div> <div class="record"> <h2 class="all_title" id="enpatent33" >著录项</h2> <ul> <li> <span class="lefttit">来源</span> <div style="width: 86%;vertical-align: text-top;display: inline-block;"> <a href='/journal-foreign-19011/'>《Angewandte Chemie》</a> <b style="margin: 0 2px;">|</b><span>2020年第8期</span><b style="margin: 0 2px;">|</b><span>共6页</span> </div> </li> <li> <div class="author"> <span class="lefttit">作者</span> <p id="fAuthorthree" class="threelineshidden zhankaihshouqi"> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Bomon Jeroen&option=202" target="_blank" rel="nofollow">Bomon Jeroen;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Van Den Broeck Elias&option=202" target="_blank" rel="nofollow">Van Den Broeck Elias;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Bal Mathias&option=202" target="_blank" rel="nofollow">Bal Mathias;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Liao Yuhe&option=202" target="_blank" rel="nofollow">Liao Yuhe;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Sergeyev Sergey&option=202" target="_blank" rel="nofollow">Sergeyev Sergey;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Van Speybroeck Veronique&option=202" target="_blank" rel="nofollow">Van Speybroeck Veronique;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Sels Bert F.&option=202" target="_blank" rel="nofollow">Sels Bert F.;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Maes Bert U. W.&option=202" target="_blank" rel="nofollow">Maes Bert U. W.;</a> </p> <span class="z_kbtnclass z_kbtnclassall hoverxs" id="zkzz" style="display: none;">展开▼</span> </div> </li> <li> <div style="display: flex;"> <span class="lefttit">作者单位</span> <div style="position: relative;margin-left: 3px;max-width: 639px;"> <div class="threelineshidden zhankaihshouqi" id="fOrgthree"> <p>Organic SynthesisUniversity of AntwerpGroenenborgerlaan 171 2020 Antwerp Belgium;</p> <p>Center for Molecular ModelingGhent UniversityTechnologiepark 46 9052 Zwijnaarde Belgium;</p> <p>Organic SynthesisUniversity of AntwerpGroenenborgerlaan 171 2020 Antwerp Belgium;</p> <p>Center for Sustainable Catalysis and EngineeringKU LeuvenCelestijnenlaan 200F 3001 Leuven Belgium;</p> <p>Organic SynthesisUniversity of AntwerpGroenenborgerlaan 171 2020 Antwerp Belgium;</p> <p>Center for Molecular ModelingGhent UniversityTechnologiepark 46 9052 Zwijnaarde Belgium;</p> <p>Center for Sustainable Catalysis and EngineeringKU LeuvenCelestijnenlaan 200F 3001 Leuven Belgium;</p> <p>Organic SynthesisUniversity of AntwerpGroenenborgerlaan 171 2020 Antwerp Belgium;</p> </div> <span class="z_kbtnclass z_kbtnclassall hoverxs" id="zhdw" style="display: none;">展开▼</span> </div> </div> </li> <li > <span class="lefttit">收录信息</span> <span style="width: 86%;vertical-align: text-top;display: inline-block;"></span> </li> <li> <span class="lefttit">原文格式</span> <span>PDF</span> </li> <li> <span class="lefttit">正文语种</span> <span>eng</span> </li> <li> <span class="lefttit">中图分类</span> <span><a href="https://www.zhangqiaokeyan.com/clc/1188.html" title="应用化学">应用化学;</a></span> </li> <li class="antistop"> <span class="lefttit">关键词</span> <p style="width: 86%;vertical-align: text-top;"> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=green chemistry&option=203" rel="nofollow">green chemistry;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=O-dealkylation&option=203" rel="nofollow">O-dealkylation;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=C-dealkylation&option=203" rel="nofollow">C-dealkylation;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=renewable resources&option=203" rel="nofollow">renewable resources;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=bond cleavage&option=203" rel="nofollow">bond cleavage;</a> </p> <div class="translation"> 机译：绿色化学;O-Dealkylation;C-抛弃;可再生资源;债券裂解; 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catalyst by addition of brønsted acids</a> <b>[P]</b> . <span> 外国专利：  US9079176B1 </span> <span> . 2015-07-14</span> </div> <p class="zwjiyix translation" style="max-width: initial;height: auto;word-break: break-all;white-space: initial;text-overflow: initial;overflow: initial;"> <span>机译：通过添加布朗斯台德酸再生酸性离子液体催化剂 </span> </p> </li> <li> <div> <b>5. </b><a class="enjiyixqcontent" href="/patent-detail/06130499784507.html">COMPOSITIONS CONSISTING OF BRØNSTED ACIDS AND MONOAMINES</a> <b>[P]</b> . <span> 外国专利：  US2021108026A1 </span> <span> . 2021-04-15</span> </div> <p class="zwjiyix translation" style="max-width: initial;height: auto;word-break: break-all;white-space: initial;text-overflow: initial;overflow: initial;"> <span>机译：由Brønsted酸和单胺组成的组合物 </span> </p> </li> </ul> </div> </div> </div> <div class="theme cardcommon" style="overflow: auto;display:none"> <h3 class="all_title" id="enpatent55">相关主题</h3> <ul id="subject"> </ul> </div> </div> </div> </div> <div class="right rightcon"> <div 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