Vinyl Acetate → Acetate

HRID 1196452Notes

Reaction equation

HRID 1196452 reaction equation
[CH2:1]([CH:4]([CH2:7][OH:8])[CH2:5][OH:6])[CH:2]=[CH2:3].[C:9]([O:12]C=C)(=[O:11])[CH3:10]>>[CH3:10][C:9]([O-:12])=[O:11].[CH2:1]([CH:4]([CH2:7][OH:8])[CH2:5][OH:6])[CH:2]=[CH2:3]

Participants

4

Reactant 2

HCID 7904Vinyl AcetateHCID 110623522-allyl-1,3-propandiol

Product 2

HCID 175AcetateHCID 110623522-allyl-1,3-propandiol

Procedure

A mixture of 2-allyl-1,3-propanediol (0.116 g, 1 mmol), whole cells containing C. oxydans (0.1 g) and vinyl acetate saturated water (20 mL) was shaken at 30° C. and 300 RPM for 48 hours. The optically active monoacetate of 2-allyl-1,3-propanediol was obtained in 85% yield. Structure determination was done by nuclear magnetic resonance.

Workup

  1. additioncontaining C

Sources & evidence

ORD record
ord-f08f6518c7e84c739217f45628117acf
Source dataset
uspto-grants-1992_05
Patent number
US05114850

Reaction notes

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