Green synthesis of glycerol 1,3-bromo- and iodohydrins under solvent-free conditions

被引:5
作者
dos Santos, Priscila Faustino [1 ]
Benfica da Silva, Sara Raposo [1 ]
Nascimento Rodrigues da Silva, Fernanda Priscila [1 ]
Costa, Jeronimo da Silva [2 ]
Inada, Jane Sayuri [2 ]
Patrocinio Pereira, Vera Lucia [1 ]
机构
[1] Univ Fed Rio De Janeiro UFRJ, Inst Pesquisas Prod Nat, Rio De Janeiro, Brazil
[2] Inst Fed Educ Ciencia & Tecnol Rio De Janeiro IFR, Nilopolis, Brazil
关键词
Solventless reaction; KI; Al2O3; Finkelstein reaction; green chemistry; nucleophilic substitution reaction; HYDROCHLORIC-ACID GAS; BIODIESEL PRODUCTION; FINKELSTEIN REACTION; DERIVATIVES; CATALYST; DICHLOROPROPANOL; CARDIOLIPIN; HALOHYDRINS; CONVERSION; KINETICS;
D O I
10.1080/17518253.2019.1679265
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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). [GRAPHICS] .
引用
收藏
页码:389 / 394
页数:6
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