Sorbitol → 1,4-Sorbitan

HRID 613206Notes

Reaction equation

HRID 613206 reaction equation
[CH2:1]([OH:12])[C@@H:2]([C@H:4]([C@@H:6]([C@@H:8]([CH2:10][OH:11])[OH:9])O)[OH:5])[OH:3]>OS(O)(=O)=O>[CH2:1]1[O:12][C@H:6]([C@@H:8]([CH2:10][OH:11])[OH:9])[C@H:4]([OH:5])[C@H:2]1[OH:3]

Participants

3

Reactant 1

HCID 5780Sorbitol

Product 1

HCID 109538591,4-Sorbitan

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

D-Glucitol (Aldrich, 1150 g, 6.31 mol) was suspended in aqueous 3M H2SO4 (550 mL) and heated at reflux with stirring under N2 overnight. The dark brown solution was cooled and neutralized using Amberlite® IRA-93 resin (OH-, ~4 L) Rohm and Haas, (Phil., Pa.). The resin was removed by filtration; the filtrate was decolorized using activated carbon (4 g) which was subsequently removed by filtration.

Workup

  1. temperatureheated
  2. temperatureat reflux
  3. temperatureThe dark brown solution was cooled
  4. customThe resin was removed by filtration
  5. customwas subsequently removed by filtration

Sources & evidence

ORD record
ord-669c4112844e4201b421095e9016e8ee
Source dataset
uspto-grants-1999_12
Patent number
US06007848

Reaction notes

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