epsilon-CAPROLACTONE → L-lactide epsilon-caprolactone

HRID 1438870Notes

Reaction equation

HRID 1438870 reaction equation
[CH3:1][C@@H:2]1[O:9][C:7](=[O:8])[C@H:6]([CH3:10])[O:5][C:3]1=[O:4].[C:11]1(=[O:18])[O:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1>C1C=CC=CC=1>[CH3:1][C@@H:2]1[O:9][C:7](=[O:8])[C@H:6]([CH3:10])[O:5][C:3]1=[O:4].[C:11]1(=[O:18])[O:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1

Participants

4

Reactant 2

HCID 10401epsilon-CAPROLACTONEHCID 107983Lactide, L-

Product 1

HCID 131710947L-lactide epsilon-caprolactone

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

The procedure of Example II is repeated except that 490 grams of L-(-)-lactide is heated with 15.2 grams of epsilon caprolactone and 5 ml of benzene containing 1 gram of stannous caprylate. After 64 hours at 138° to 142° C., an opaque, highly crystalline, brittle copolymer is obtained having a strong DTA endotherm at 182° C. Physical properties are listed in more detail in Table 1.

Workup

  1. customan opaque, highly crystalline, brittle copolymer is obtained
  2. customat 182° C

Sources & evidence

ORD record
ord-7200d589f8174bcda60fd9ab6730132d
Source dataset
uspto-grants-1977_11
Patent number
US04057537

Reaction notes

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