Hydrochloric Acid → HCID 54201360, compound

Participants

Reaction Steps

A mixture containing ethyl 3-(3,4-dimethoxyphenyl)-7-phenyl-2-heptenoate (0.9 g, 2.4 mmol) and 10% sodium hydroxide (10 mL) in ethanol (20 mL) is heated under reflux for 1 hour. The mixture is cooled and is added to aqueous HCl and is extracted with ether. The organic layer is washed with water and is dried over MgSO4. The solvent is removed in vacuo to provide 3-(3,4-Dimethoxyphenyl)-7-phenyl-2-heptenoic acid as an oil (0.7 g, 87% ) 1H-NMR (300 MHz, CDCl3) δ (TMS) 1.48-1.60 (m, 2H), 1.60-1.80 (m, 2H), 2.58-2.69 (t, 2H), 3.10-3.20 (t, 2H), 3.90 (s, 6H), 6.08 (s, 1H), 6.80-6.90 (d, 1H), 6.90-6.98 (s, 1H), 6.98-7.09 (d, 1H), 7.09-7.32 (m, 5H); MS (EI) m/e 340 (M+).

Provenance & Evidence