Ethanol → HCID 54108949, compound

Participants

Reaction Steps

A solution of (+,-)-methyl 2-(3-cyclopentyloxy-4-methoxyphenyl)-4-phenyl-but-3-ynyloxamate (100 mg, 0.24 mmol) in hot EtOH (3 ml) was treated with 2.5N NaOH (0.5 ml). The reaction was diluted with H2O, acidified with Hcl, and extracted with EtOAc. The extracts were washed with H2O, dried and the solvent evaporated. The residue was recrystallized from MeCN, and gave the titled compound, 42 mg (44%). mp 157-159°. 1H NMR (400 MHz, CDCl3 +DMSO-D6) δ 7.63 (t, 1 H), 7.45 (m, 2 H), 7.30 (m, 4 H), 6.97 (m, 2 H), 6.85 (d, 1 H), 4.79 (m, 1 H), 4.07 (t, 1 H), 3.84 (s, 3 H), 3.74 (m, 1 H), 3.62 (m, 1 H), 1.78-1.98 (m, 6 H), 1.61 (m, 2 H).

Provenance & Evidence