Water → HCID 13920708, compound

Reaction equation

[CH2:1]([O:3][C:4]1[C:8](=[O:9])[O:7][CH:6]([CH2:10][CH2:11][C:12]([O:14]C)=[O:13])[C:5]=1[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[CH3:2].[OH-].[Na+].O>CO>[CH2:1]([O:3][C:4]1[C:8](=[O:9])[O:7][CH:6]([CH2:10][CH2:11][C:12]([OH:14])=[O:13])[C:5]=1[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[CH3:2]

Participants

Procedure

To a solution of methyl 3-(4-ethoxy-5-oxo-3-phenyl2,5-dihydro-2-furyl)propionate (0.20 g) in methanol (2 ml) was added 1N sodium hydroxide solution (0.8 ml) during a period of a few minutes at ambient temperature. The solution was stirred for 30 minutes at the same temperature and then poured into water (10 ml). The mixture was washed with diethyl ether and the aqueous layer was adjusted to pH 1 with aqueous 10% hydrochloric acid. The separated oil was extracted with ethyl acetate twice. The combined organic layers were washed with water three times, dried, and evaporated to dryness. The residue was crystallized from a mixture of diethyl ether and n-hexane to yield 3-(4-ethoxy-5-oxo-3-phenyl2,5-dihydro-2-furyl)propionic acid (121 mg) as a crystal.