Diazomethane → HCID 85913004, compound

Participants

Reaction Steps

A solution of (±)-7-[4-acetoxy-5-oxo-cyclopent-1-enyl]heptanoic acid (1.0 g; prepared as described in Example 1) in dry diethyl ether (10 ml) was treated with a solution of diazomethane (0.32 g) in dry diethyl ether (5 ml). The reaction mixture was allowed to stand at ambient temperature for 2.5 hours. The diethyl ether and excess diazomethane were removed in vacuo to yield methyl (±)-7-[4-acetoxy-5-oxocyclopent-1-enyl]heptanoate (1.06 g). [νmax 1740 cm-1, 1720 cm-1, 1625 cm-1, 1380 cm-1, 1240 cm-1 ; λmax (ethanol) 232 mμ; N.M.R. (approximately 10% solution in deuterochloroform); multiplets at 7.28δ, 3.35-2.7δ, 2.7-2.2δ, 2.5-2.0δ, 2.0-1.05δ, doublet of doublets at 5.15δ (J=3 cycles/second and 7 cycles/second), singlets at 3.7δ and 2.1δ.] .

Provenance & Evidence