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Green synthesis of glycerol 1,3-bromo- and iodohydrins under solvent-free conditions
Green Chemistry Letters and Reviews ( IF 5.8 ) Pub Date : 2019-10-23 , DOI: 10.1080/17518253.2019.1679265
Priscila Faustino dos Santos 1 , Sara Raposo Benfica da Silva 1 , Fernanda Priscila Nascimento Rodrig da Silva 1 , Jeronimo da Silva Costa 2 , Jane Sayuri Inada 2 , Vera Lúcia Patrocinio Pereira 1
Affiliation  

New eco-friendly conditions for Finkelstein reaction employing homogeneous media or alumina-supported reagents, both solventless, were utilized in the bromohydrins and iodohydrins synthesis from 1,3-dichlorohydrin (1,3-DCH), obtained from glycerol. Thus, the trans-halogenation of glycerol-1,3-dichlorohydrin (1) in homogeneous media, using NaI, NaBr salts and organic additives (TBAI, TBAB), led to the synthesis of four different glycerol halohydrins (2a, 2b, 3a, 3b) in regular to excellent conversions (43–96%) and good selectivities to 3a and 2b. Already, the alumina-supported reagents such as KI, KBr, NaBr were used for glycerol-1,3-dichlorohydrin trans-halogenation, in the absence of solvent, producing halohydrin mixtures in high conversions (77–99%) and very good selectivity (82%) to 1,3-diiodo-2-propanol (2b).



中文翻译:

无溶剂条件下绿色合成甘油1,3-溴-碘醇

使用均无溶剂的均相介质或氧化铝负载的试剂进行Finkelstein反应的新的环保条件,用于由甘油制得的1,3-二氯醇(1,3-DCH)的溴代醇和碘代醇的合成中。因此,使用NaI,NaBr盐和有机添加剂(TBAI,TBAB)在均相介质中甘油1,3-二氯醇(1)的反式卤代反应导致了四种不同的甘油卤代醇(2a2b3a)的合成,3b)转化为常规转化剂(43-96%),并具有对3a2b的良好选择性。在没有溶剂的情况下,已经将氧化铝负载的试剂(例如KI,KBr,NaBr)用于甘油1,,3-二氯醇的反式卤化反应,以高转化率(77–99%)和非常好的选择性生产卤代醇混合物。 (82%)至1,3-二碘-2-丙醇(2b)。

更新日期:2019-10-23
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