beta-BUTYROLACTONE → 3-Hydroxybutyrate

HRID 1084300

Reaction equation

HRID 1084300 reaction equation
C1(=O)OC(C)C1.C1(=O)OC(CC)C1.[OH:14][CH:15]([CH2:20][CH3:21])[CH2:16][C:17]([O-:19])=[O:18]>>[OH:14][CH:15]([CH3:20])[CH2:16][C:17]([O-:19])=[O:18].[OH:14][CH:15]([CH2:20][CH3:21])[CH2:16][C:17]([O-:19])=[O:18]

Participants

5

Reactant 3

HCID 18303beta-BUTYROLACTONE2×HCID 10909499Racemic beta-valerolactoneHCID 218690603-Hydroxyvalerate

Product 2

HCID 35411123-HydroxybutyrateHCID 218690603-Hydroxyvalerate

Procedure

Copolymers of beta-hydroxybutyrate and beta-hydroxyvalerate containing 30 mole percent beta-hydroxyvalerate were prepared by repeating the process of Example II with the exception that the dry racemic beta-butyrolactone employed was replaced by a mixture containing 30 mole percent of dry racemic beta-valerolactone with 70 mole percent racemic beta-butyrolactone. The resulting copolymer was a mixture of stereoregular and stereoirregular copolymers containing 30 mole percent beta-hydroxyvalerate as shown by NMR. The number average molecular weight of this copolymer was 20,000 as determined by GPC and the melting point was 120° C.

Workup

  1. additiona mixture of stereoregular and stereoirregular copolymers

Sources & evidence

ORD record
ord-47c9fd09615d43f0a706b85d35db01b2
Source dataset
uspto-grants-1991_04
Patent number
US05004664

Linked notes

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