Glycolic Acid → HCID 131716801, compound

HRID 981857Notes

Reaction equation

HRID 981857 reaction equation
[C:1]1(=[O:8])[O:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:9]1[O:16][C:14](=[O:15])[CH2:13][O:12][C:10]1=[O:11].[C:17]([OH:21])(=[O:20])[CH2:18][OH:19].CCCCC(C([O-])=O)CC.CCCCC(C([O-])=O)CC.[Sn+2]>>[C:1]1(=[O:8])[O:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:9]1[O:16][C:14](=[O:15])[CH2:13][O:12][C:10]1=[O:11].[C:17]([OH:21])(=[O:20])[CH2:18][OH:19]

Participants

5

Reactant 4

HCID 757Glycolic AcidHCID 93182-ethylhexanoic acid tin(II) saltHCID 10401epsilon-CAPROLACTONEHCID 65432Glycolide

Product 1

HCID 131716801HCID 131716801, compound

Conditions

Temperature
160 °C

Procedure

A flame dried, 250 ml, round bottom single neck flask is charged with 102.73 g (0.9 mole) of ε-caprolactone, 5.80 g (0.05 mole) of glycolide, 7.61 g (0.10 mole) of glycolic acid, and 0.121 milliliters of stannous octoate (0.33 molar in toluene). The flask is fitted with a flame dried mechanical stirrer. The reactor is purged with nitrogen three times before venting with nitrogen. The reaction mixture is heated to 160° C. and maintained at this temperature for 24 hours. The copolymer is isolated, characterized, and tested for absorption. The results are reported in Table 1.

Workup

  1. customA flame dried
  2. customThe flask is fitted with a flame
  3. customdried mechanical stirrer
  4. customThe reactor is purged with nitrogen three times
  5. temperaturemaintained at this temperature for 24 hours
  6. customThe copolymer is isolated
  7. customtested for absorption

Sources & evidence

ORD record
ord-f6e4ad05acd149c98effde3b59b2c73e
Source dataset
uspto-grants-1991_02
Patent number
US04994074

Reaction notes

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