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One‐Pot Preparation of Dimethyl Isosorbide from d ‐Sorbitol via Dimethyl Carbonate Chemistry
Author(s) -
Aricò F.,
Aldoshin A. S.,
Tundo P.
Publication year - 2017
Publication title -
chemsuschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.201601382
Subject(s) - dimethyl carbonate , superbase , isosorbide , chemistry , autoclave , yield (engineering) , sorbitol , organic chemistry , catalysis , materials science , metallurgy
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.