C([C:4]1[CH:16]=[CH:15][C:7]([O:8][CH:9]([CH3:14])[C:10]([O:12][CH3:13])=[O:11])=[CH:6][CH:5]=1)(=O)C.[C:17]([O:20]O)(=[O:19])[CH3:18].OC1C=CC(OC(C)C(OC)=O)=CC=1>C(O)(=O)C>[C:17]([O:20][C:4]1[CH:5]=[CH:6][C:7]([O:8][CH:9]([CH3:14])[C:10]([O:12][CH3:13])=[O:11])=[CH:15][CH:16]=1)(=[O:19])[CH3:18]To a solution of methyl 2-(4-acetylphenoxy)propanoate (5.6g, 25.0 mmol) in acetic acid (25 mL) is added peracetic acid (35%, 6.5g, 30.0 mmol) dropwise over 30 minutes at 25° C. The reaction is refluxed at 70° C. for 5 hours to give an orange-brown liquid. Acetic acid and residual peracetic acid are removed by high vacuum. The solution is kugelrohr distilled to give a light brown-orange product which contains methyl 2-(4-acetoxyphenoxy)propanoate (conversion 93%, selectivity 76%, yield 71%) and methyl 2-(4-hydroxyphenoxy)propanoate.
Wird geladen…
