2-ethylhexanoic acid tin(II) salt → 2-Hydroxyadipaldehyde

HRID 613202Notes

Reaction equation

[C:1]1(=[O:8])[O:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.CCCCC(C([O-])=[O:17])CC.CCCCC(C([O-])=O)CC.[Sn+2]>>[OH:17][CH:2]([CH2:3][CH2:4][CH2:5][CH:6]=[O:7])[CH:1]=[O:8]

Participants

Reactant 2

HCID 93182-ethylhexanoic acid tin(II) salt

HCID 10401epsilon-CAPROLACTONE

Product 1

HCID 88452-Hydroxyadipaldehyde

Procedure

2-Hydroxyadipaldehyde (Aldrich) was reacted with amino terminated PEG to form the Schiff base which was hydrogenated with NaBH4 to form the corresponding amine. The di-PEG derivative was reacted with lactide or caprolactone in the presence of stannous octoate to form the PLA or PCL-PEG2 diblock copolymer.

Workup

customto form the PLA or PCL-PEG2 diblock copolymer

Sources & evidence

ORD record: ord-efa49df3e454456ea8db78ba6fb571ad
Source dataset: uspto-grants-1999_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06007845

Reaction notes

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