Sorbitol → Isosorbide

HRID 1754629Notes

Reaction equation

HRID 1754629 reaction equation
O[CH2:2][C@@H:3]([C@H:5]([C@@H:7]([C@@H:9]([CH2:11][OH:12])[OH:10])[OH:8])O)[OH:4].C1OC(C(O)CO)[C@@H](O)C1O>>[CH2:11]1[O:12][C@@H:5]2[C@@H:3]([OH:4])[CH2:2][O:8][C@@H:7]2[C@@H:9]1[OH:10]

Participants

3

Reactant 2

HCID 5780SorbitolHCID 103023(3S)-2-(1,2-dihydroxyethyl)oxolane-3,4-diol

Product 1

HCID 12597Isosorbide

Procedure

According to a preferable embodiment of the present invention, after converting hexitol as the hydrogenated sugar to anhydrosugar alcohol, the two-stage distillation of the resulting liquid of the converting step in the order of wiped-film distillation; and short-path distillation can provide highly pure anhydrosugar alcohol having purity of 98% or higher, a content of sorbitol and sorbitan isomer as impurities of less than 0.1% (more preferably, less than 0.05%) and improved color of pale yellow, with a distillation yield of 94% or higher (more preferably, 95% or higher), and subsequently conducting crystallization, decolorization by adsorbent and ion purification procedures, etc. can provide white isosorbide.

Workup

  1. distillationwith a distillation yield of 94%
  2. customcrystallization, decolorization by adsorbent and
  3. customion purification procedures, etc.

Sources & evidence

ORD record
ord-d0c408bfa84b462eae36e0cc7564485a
Source dataset
uspto-grants-2015_10
Patent number
US09169263B1

Reaction notes

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