Ethanol → 55845-76-6

Participants

Reaction Conditions

Reaction Steps

Under N2 in a round-bottomed flask fitted with a condensor, 2-methoxy-5-methylthiobenzaldehyde (0.89 g, 4.9 mmol) was added to 0.6 mL of EtOH. To this, a solution of monoperoxyphthalic acid magnesium salt hexahydrate (2.41 g, 4.9 mmol) in 10.4 mL of H2O was added and the mixture was heated at 95° C. for 18 hours. The reaction was then quenched with 10 mL of H2O, extracted with CH2Cl2 (4×10 mL) and the combined organics were dried over MgSO4 and concentrated in vacuo to an oil, 0.34 g. Flash chromatography on silica gel, eluting with EtOAc:hexanes (2.98) gave the pure title compound as a white solid, 0.36 g, m.p. 140°-143° C. 1H NMR (CDCl3) δ3.05 (s, 3H), 4.05 (s, 3H), 7.2 (d, 1H), 8.15 (dd, 1H), 8.40 (d, 1H), 10.5 (s, 1H).

Provenance & Evidence