2-ethylhexanoic acid tin(II) salt → Lactic Acid

HRID 2305970Notes

Reaction equation

HRID 2305970 reaction equation
[CH3:1][C@@H:2]1[O:9]C(=O)[C@H](C)[O:5][C:3]1=[O:4].[CH2:11]1[O:18]C(=O)C[O:14][C:12]1=[O:13].[C:19]1(=[O:26])[O:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1.CCCCC(C([O-])=O)CC.CCCCC(C([O-])=O)CC.[Sn+2]>>[C:3]([OH:5])(=[O:4])[CH:2]([CH3:1])[OH:9].[C:12]([OH:14])(=[O:13])[CH2:11][OH:18].[C:19]1(=[O:26])[O:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1

Participants

7

Reactant 4

HCID 93182-ethylhexanoic acid tin(II) saltHCID 10401epsilon-CAPROLACTONEHCID 65432GlycolideHCID 107983Lactide, L-

Product 3

HCID 612Lactic AcidHCID 757Glycolic AcidHCID 10401epsilon-CAPROLACTONE

Procedure

L-Lactide (220 g), 35 g of glycolide and 45 g of ε-caprolactone were subjected to a polymerization reaction in the presence of 0.01 g of stannous octoate in vacuo (10−3 mmHg) at 150° C. for 24 hours. After the reaction, the product was purified by dissolving in chloroform followed by separating in methanol to give 185g of copolymer of lactic acid, glycolic acid and ε-caprolactone.

Workup

  1. customAfter the reaction
  2. customthe product was purified
  3. dissolutionby dissolving in chloroform
  4. customby separating in methanol

Sources & evidence

ORD record
ord-fe8a3385041c457aa99ace97b865a70c
Source dataset
uspto-grants-2002_08
Patent number
US06441073B1

Reaction notes

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