One‐Pot Preparation of Dimethyl Isosorbide from d‐Sorbitol via Dimethyl Carbonate Chemistry

F Arico, AS Aldoshin, P Tundo - ChemSusChem, 2017 - Wiley Online Library
F Arico, AS Aldoshin, P Tundo
ChemSusChem, 2017Wiley Online Library
Direct synthesis of dimethyl isosorbide (DMI) from d‐sorbitol via dimethyl carbonate (DMC)
chemistry is herein first reported. High yield of DMI was achieved using the nitrogen
superbase 1, 5, 7‐triazabicyclo [4.4. 0] dec‐5‐ene (TBD) as catalyst and performing the
reaction in a stainless steel autoclave by increasing the temperature from 90 to 200° C. In
this procedure, DMC features its full capacity acting in the different steps of the process as
carboxymethylating, leaving‐group (cyclization), and methylating agent; DMC is also …
Abstract
Direct synthesis of dimethyl isosorbide (DMI) from d‐sorbitol via dimethyl carbonate (DMC) chemistry is herein first reported. High yield of DMI was achieved using the nitrogen superbase 1,5,7‐triazabicyclo[4.4.0]dec‐5‐ene (TBD) as catalyst and performing the reaction in a stainless steel autoclave by increasing the temperature from 90 to 200 °C. In this procedure, DMC features its full capacity acting in the different steps of the process as carboxymethylating, leaving‐group (cyclization), and methylating agent; DMC is also employed as the reaction media.
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