Acetic Anhydride → 2-(Acetyloxy)butanoic acid

HRID 892738Notes

Reaction equation

HRID 892738 reaction equation
[OH:1][CH:2]([CH2:6][CH3:7])[C:3]([OH:5])=[O:4].[C:8](OC(=O)C)(=[O:10])[CH3:9]>N1C=CC=CC=1>[C:8]([O:1][CH:2]([CH2:6][CH3:7])[C:3]([OH:5])=[O:4])(=[O:10])[CH3:9]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 112662-Hydroxybutyric Acid

Product 1

HCID 133272942-(Acetyloxy)butanoic acidYield 100%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
0 °C

Procedure

A mixture of 5.00 g (48.0 mmols) of 2-hydroxybutyric acid, 4.98 ml (52.8 mmols) of acetic anhydride and 60 ml of pyridine was stirred at 0° C. for 10 minutes. After concentration under reduced pressure, the residue was purified by silica gel column chromatography (eluent; chloroform) to give 7.01 g (yield, 100%) of 2-acetoxybutyric acid.

Workup

  1. concentrationAfter concentration under reduced pressure
  2. customthe residue was purified by silica gel column chromatography (eluent; chloroform)

Sources & evidence

ORD record
ord-cf7d07f448c94787b5da8d21f2b2b170
Source dataset
uspto-grants-1992_06
Patent number
US05120737

Reaction notes

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