当前位置: X-MOL 学术Ind. Eng. Chem. Res. › 论文详情
Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)
Streamlined Synthesis of Biomonomers for Bioresourced Materials: Bisfuran Diacids, Diols and Diamines via Common Bisfuran Dibromide Intermediates
Industrial & Engineering Chemistry Research ( IF 4.2 ) Pub Date : 2017-09-25 00:00:00 , DOI: 10.1021/acs.iecr.7b02920
Lu Wang 1 , Yuji Eguchi 2 , Eugene Y.-X. Chen 1
Affiliation  

A bisfuran dibromide has been established as the versatile and common intermediate for the high-yield synthesis of the three important classes of bisfuran monomers for furan-based renewable materials, bisfuran diacids, diols and diamines. The general synthetic route involves coupling reaction of 2-methylfuran with a ketone (acetone or cyclohexanone) under acidic conditions and bromination reaction of the resulting bisfuran dimethyl compound to produce the bisfuran dibromide intermediate. This dibromide intermediate is subsequently converted to the corresponding bisfuran diacid (via oxidation reaction with KMnO4 under basic conditions), bisfuran diol (by hydrolysis reaction under mild basic conditions), and bisfuran diamine (through the Gabriel reaction). The versatility of the bisfuran dibromide intermediate and the effective transformation into the monomers with high to quantitative yield typically without the need for further purification highlight the two attractive features and potential for large-scale production.

中文翻译:

通过常用的双呋喃二溴化物中间体简化用于生物资源材料的生物单体的合成:双呋喃二酸,二元醇和二胺

已经建立了双呋喃二溴化物,作为用于呋喃基可再生材料的三类重要的双呋喃单体,双呋喃二酸,二醇和二胺的高产率合成的通用通用中间体。一般的合成路线包括在酸性条件下2-甲基呋喃与酮(丙酮或环己酮)的偶合反应和所得的双呋喃二甲基化合物的溴化反应以生产双呋喃二溴化物中间体。随后将该二溴化物中间体转化为相应的双呋喃二酸(通过在碱性条件下与KMnO4的氧化反应),双呋喃二醇(在温和的碱性条件下通过水解反应)和双呋喃二胺(通过Gabriel反应)。
更新日期:2017-09-26
down
wechat
bug