Sulfuric Acid → D-Pantolactone

HRID 890583

Reaction equation

HRID 890583 reaction equation
OS(O)(=O)=O.[O-]S([O-])(=O)=O.[Na+].[Na+].[CH3:13][C:14]1([CH3:21])[C@H:19]([OH:20])[C:17](=[O:18])[O:16][CH2:15]1.[OH-].[Na+]>>[CH3:13][C:14]1([CH3:21])[C@@H:19]([OH:20])[C:17](=[O:18])[O:16][CH2:15]1

Participants

5

Reactant 4

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 24436Sodium SulfateHCID 736053(+)-Pantolactone

Product 1

HCID 439368D-Pantolactone

Conditions

Temperature
80 °C

Procedure

The aqueous phase (21 ml; Na L-pantoate) was adjusted to pH 1 with about 5 ml of 3 M H2SO4, heated at 80° C. for 15 min and mixed with 8 g of anhydrous Na2SO4. The resulting L-pantolactone was analogously extracted 3× with one volume of ethyl acetate, dried with Na2SO4 and evaporated. For recycling to the hydrolysis, the L-pantolactone melt can be racemized by heating after addition of NaOH in the presence of small amounts of Na L-pantoate (180° C., 3 h).

Workup

  1. extractionThe resulting L-pantolactone was analogously extracted 3× with one volume of ethyl acetate
  2. dry with materialdried with Na2SO4
  3. customevaporated
  4. customFor recycling to the hydrolysis
  5. temperatureby heating

Sources & evidence

ORD record
ord-35ee53e0531046d0821f966490bf09eb
Source dataset
uspto-grants-2006_02
Patent number
US06998258B1

Linked notes

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