Hydrochloric Acid → HCID 54141701, compound

Participants

Reaction Steps

To a solution of 13 (100 mg, 0.25 mmol) in methanol (3 mL) was added potassium carbonate (220 mg, 1.59 mmol). The reaction mixture was stirred at room temperature for five hours before it was acidified with 10% hydrochloric acid to pH 2. It was then diluted with saturated aqueous sodium chloride and extracted with ether three times. The combined ether layer was washed with saturated sodium chloride and dried over magnesium sulfate. Removal of the solvent afforded 70 mg of 7-[2-(3-hydroxy-1-octen-1-yl)-5-oxopyrrolidin-1-yl]-6-oxo-1-heptanoic acid (14). IR (CH2Cl2): 3600-2500 (br), 1720, 1690 cm-1 ; PMR (CDCl3): δ5.67 (bs, 2H, --CO2H and --OH), 5.67-5.17 (m, 2H), 4.33-3.56 (m, 4H), 2.57-2.13 (m, 6H), 1.90-1.07 (m, 14H), and 0.90 (t, 3H); MS: m/z 335 (M+ --H2O).

Provenance & Evidence