Potassium Persulfate → HCID 15221418, compound

Participants

Reaction Steps

A solution of methyl 3-(4-methylphenoxy)-propanoate, (15.0 g, 0.077 moles) in acetonitrile, (270 ml), was added to a solution of potassium peroxydisulphate, (41.60 g, 0.154 moles) and copper (II) sulphate (3.85 g, 0.015 moles) in water, (270 ml). The resulting mixture was stirred at 65°-70° C. for 3.5 h, then cooled and extracted with diethyl ether. The organic extract was washed with water, saturated brine and dried, (MgSO4). Evaporation of the solvent gave 14.83 g of an orange oil which was distilled at 0.1 mm/Hg to yield 7.40 g (47%) of the title compound as an oil which crystallized, mp 48°-50° C., υmax (mull) 1735, 1680, (shoulder at 1685), 1605, 1580, 1515 cm-1 δ(CDCl3) 2.81 (2H, t, J 6 Hz, CH2CO2) 3.72 (3H, S, CH3) 4.30 (2H, t, J6 Hz OCH2) 7.39 (4H, ABq, Δυ75 Hz, J9 Hz C6H4) 9.90 (1H, s, CHO).

Provenance & Evidence