m-Chloroperbenzoic acid → HCID 53646573, compound

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Reaction Steps

(E)-Methyl 12-(2,4-dichlorophenyl)-3-methoxycarbonyl-3-dodecenoate (686 mg, 1.65 mmol, described in example 4) and 3-chloroperbenzoic acid (5.7 g of 55% grade, 18.2 mmol) were heated under reflux in dichloromethane (15 ml) for 24 h. The mixture was cooled and poured into aqueous NaHCO3 /Na2SO3. This mixture was stirred for 10 min, then extracted with dichloromethane. The extracts were washed with aqueous NaHC3, water, saturated aqueous NaCl, and dried (MgSO4). The solvent was removed under vacuum, and the residue purified by chromatography on silica gel (20-40% ether/petroleum ether 40-60%) to give the title compound (369 mg, 52%) as an oil.

Provenance & Evidence