Hydrochloric Acid → HCID 10788402, compound

Participants

Reaction Steps

Diethyl 4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]benzylmalonate (4.60 g, 10.2 mmol) obtained in Example 55 was dissolved in a mixed solvent of ethanol (50 ml) and tetrahydrofuran (25 ml), and the mixture was stirred at room temperature for 18 hr. The solvent was evaporated to give a crude solid. Water (20 ml) and 1N sodium hydroxide (30 ml) were added to dissolve said crude solid. 1N Hydrochloric acid was added at 0° C., and the mixture was extracted three times with ethyl acetate (30 ml). The extracted organic layer was washed with brine, dried over sodium sulfate and concentrated to dryness to give a crude title compound (4.7 g), which was purified and concentrated by silica gel column chromatography (developing solvent; chloroform:methanol=100:1→50:1) to give the title compound. This compound was dissolved in 1N sodium hydroxide (10 ml) and washed twice with ethyl acetate (30 ml). 1N Hydrochloric acid (15 ml) was added to the aqueous layer, and the mixture was extracted three times with ethyl acetate (30 ml). The extracted organic layer was washed with brine, dried over sodium sulfate and concentrated to dryness to give the title compound (2.91 g, yield 67%) as white crystals.

Provenance & Evidence