Hydrogen Peroxide → HCID 14820755, compound

HRID 1085334Notes

Reaction equation

HRID 1085334 reaction equation
C([C:4]1[CH:17]=[CH:16][C:7]([O:8][CH:9]([CH3:15])[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:6][CH:5]=1)(=O)C.OO>C(O)(=O)C>[C:10]([O:12][C:4]1[CH:5]=[CH:6][C:7]([O:8][CH:9]([CH3:15])[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:16][CH:17]=1)(=[O:11])[CH3:9]

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 13482750HCID 13482750, compound

Product 1

HCID 14820755HCID 14820755, compoundYield 178.2%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
52.5 °C

Procedure

Ethyl 2-(4-acetylphenoxy)propanoate (5.01 g, 21.0 mmol) is dissolved in acetic acid (10 mL) and Amberlyst-15(R) (0.24 g) added. Hydrogen peroxide (70%), 1.58 g, 33.0 mmol) is then charged dropwise over 30 minutes to the reaction. The reaction is refluxed for 8 hours at 45-60° C. and 57-60 mm HgA whereupon the reaction is analyzed by GLC. The reaction is cooled to room temperature and concentrated under reduced pressure to give ethyl 2-(4-acetoxyphenoxy)propanoate (4.72 g) (yield 88.3%).

Workup

  1. temperatureThe reaction is cooled to room temperature
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-a1a8a0d9a84346d19b9f845b6776d442
Source dataset
uspto-grants-1991_04
Patent number
US05008439

Reaction notes

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