Water → HCID 21195351, compound

Participants

Reaction Steps

To 1.3 mmol of 3 in methanol (20 ml) was added a catalytic amount of p-toluenesulfonic acid and the solution was stirred under reflux for 5 hr. Ether (20 ml) and water (20 ml) were added, and the organic layer washed successively with water and brine, dried (MgSO4), and evaporated under reduced pressure. The product 5 (1 mmol, 77%) was isolated as an oil by column chromatography (hexane/ethyl acetate 9:1−>3:1). TLC (hexane/ethyl acetate 3:1) Rf=0.6. 1H-NMR 1.2-1.65 (m, 20H, CH2), 3.41 (t, 2H, C(15)H2), 3.50 (t, 2H, C(4)H2), 3.72 (s, 3H, —COO—CH3), 3.94 (s, 3H, C(2)H2).

Provenance & Evidence