ChemicalBook CAS DataBase List Isosorbide

Isosorbide synthesis

5synthesis methods

Product Name:Isosorbide
CAS Number:652-67-5
Molecular formula:C6H10O4
Molecular Weight:146.14

50-70-4 Synthesis

50-70-4
719 suppliers
$5.00/10g

652-67-5
399 suppliers
$5.00/25g

Yield:652-67-5 96.1%

Reaction Conditions:

with sulfuric acid in water at 150; under 75.0075 Torr; for 3 h;Reagent/catalyst;

Steps:

1-4 Example 1 According to the Invention

1 kg of a sorbitol solution with a solids content of 70% (i.e. 700 g dry) sold by the Applicant under the name Neosorb 70/02 is introduced into a 1 liter Schott brand glass reactor, equipped with a jacket fed with an oil-circulation thermostatic bath, a stirring paddle, a thermometer, a distillation head combined with a condenser and a distillation receiver. The whole assembly is then connected to a vacuum pump equipped with a vacuum gauge. Stirring is switched on at 650 rpm. The sorbitol solution is then heated under vacuum (120° C.-100 mbar) so as to distil off the water present in the solution. After distillation of 279 g of water, 721 g of a sorbitol solution containing 97% solids are obtained. 7 g of concentrated sulfuric acid are added and the mixture obtained is then heated under vacuum (pressure of about 100 mbar) at 150° C. for 3 hours so as to perform the sorbitol dehydration reaction.The reaction crude is then cooled to 100° C. and then neutralized with 11.4 g of a 50% sodium hydroxide solution. 575 g of a neutralized isohexide composition containing 71.5%, i.e. 411 g, of isosorbide are obtained. The composition obtained is then introduced over 2 hours by means of a gear pump into a VDL 70-4 glass scraped-film evaporator with an evaporation surface area of 0.05 m², the jacket of which is heated at 200° C. under a vacuum of 5 mbar. 395 g of distilled isosorbide are obtained, which corresponds to a distillation yield of 96.1%. The Gardner color of the isosorbide obtained after distillation is measured on the melted product in a cell with an optical path length of 1 cm, using a Lovibond PFXi-195/1 colorimeter. A color value of 2.1 Gardner is obtained.

References:

US2019/92782,2019,A1 Location in patent:Paragraph 0041-0049

53735-98-1 Synthesis