Glycolic Acid → Hydroxyacetic acid--2-hydroxypropanoic acid (1/1)

HRID 618417Notes

Reaction equation

HRID 618417 reaction equation
[C:1]([OH:6])(=[O:5])[C@H:2]([CH3:4])[OH:3].[C:7]([OH:11])(=[O:10])[CH2:8][OH:9]>>[C:1]([OH:6])(=[O:5])[CH:2]([CH3:4])[OH:3].[C:7]([OH:11])(=[O:10])[CH2:8][OH:9]

Participants

3

Procedure

A 90 wt % aqueous solution of L-lactic acid (50 g) and 50 g of glycolic acid were put into a reaction vessel equipped with a stirrer and a nitrogen-introducing tube. After substitution of nitrogen gas was carried out three times, the mixture was concentrated at 150° C. for 5 hours with stirring in a stream of nitrogen to give 65 g of lactic acid-glycolic acid oligomer. To the obtained oligomer was added 1.3 g of Baylith 5A with which sodium elution (381 ppm) had been observed. Then, the temperature was raised to 210° C., and the pressure was reduced gradually to 20 mmHg over 30 minutes. The mixture was stirred at 210±10° C. for 3 hours. After the pressure was reduced gradually to 1 mmHg over 30 minutes, the mixture was stirred at 210±10° C. for 7 hours to give lactic acid-glycolic acid copolymer in the molten state. The product was cooled to room temperature to give 23.50 g of lactic acid-glycolic acid copolymer as a light brown solid. The weight-average molecular weight of this copolymer was 65,000.

Workup

  1. customequipped with a stirrer
  2. additiona nitrogen-introducing tube
  3. concentrationthe mixture was concentrated at 150° C. for 5 hours

Sources & evidence

ORD record
ord-de94fcf162a6464dbf2502354ee84033
Source dataset
uspto-grants-1999_09
Patent number
US05952455

Reaction notes

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