Hydrochloric Acid → HCID 69428068, compound

Participants

Reaction Steps

A mixture of [4-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]acetic acid (1.00 g), methyl 4-hydroxy-5-oxo-5-phenylpentanoate (687 mg), 1-ethyl-3-(dimethylaminopropyl)carbodiimide hydrochloride (water-soluble carbodiimide; hereinafter to be referred to as WSC) (711 mg), 4-(N,N-dimethylamino)pyridine (75.5 mg) and N,N-dimethylformamide (10 ml) was stirred at room temperature for 18 hrs, and the reaction mixture was poured into 1N hydrochloric acid and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried (MgSO4) and concentrated. The residue was subjected to silica gel column chromatography, and methyl 4-[4-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]acetoxy-5-oxo-5-phenylpentanoate (1.44 g, yield 88%) was obtained as a colorless oil from a fraction eluted with ethyl acetate-hexane (1:2, volume ratio).

Provenance & Evidence