Lactic Acid → Sorbitol

HRID 860912Notes

Reaction equation

HRID 860912 reaction equation
[C:1]([OH:6])(=O)[CH:2]([CH3:4])[OH:3].P(=O)(O)(O)O.[O-2:12].[Mg+2]>O>[OH:12][CH2:4][C@@H:2]([C@H:1]([C@@H:4]([C@@H:2]([CH2:1][OH:6])[OH:3])[OH:12])[OH:6])[OH:3]

Participants

5

Reactant 3

HCID 612Lactic AcidHCID 1004Phosphoric Acid2×HCID 6850729Magnesium monoxide

Product 1

HCID 5780SorbitolYield 2,941.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
120 °C

Procedure

The poly(lactic acid) was made by adding 102.77 grams of 85% lactic acid into a 4000 ml beaker. 3.03 grams of 85% phosphoric acid was then added. The mixture was heated to 120° C. for four hours until it was apparent that the water had been removed. After the water was removed, 11.75 grams of sorbitol was added and the polylactate continued to react for another 2 hours. The phosphoric acid was neutralized with 1.0 gram of magnesium oxide. A total of 66.47 grams of sorbitol hexapolylactate was produced. The sorbitol hexapolylactate is the hardest and thickest of the three esters.

Workup

  1. customhad been removed
  2. customAfter the water was removed
  3. addition11.75 grams of sorbitol was added
  4. customto react for another 2 hours

Sources & evidence

ORD record
ord-8d1505c54289478fb0c6ddccaf691eda
Source dataset
uspto-grants-2006_12
Patent number
US07154000B2

Reaction notes

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