Hydrochloric Acid → HCID 46219011, compound

Participants

Reaction Steps

1.15 mM 11-(5,8-dimethoxy-1,4-dioxo-1,4-dihydronaphthalene-2-ylthio)undecanoic acid (5p) that had been prepared above was dissolved in 60 ml of chloroform in 100 ml one-neck round flask and then, 1.38 mM N-(3-dimethylaminopropyl)-N′-ethylcarbodimide hydro chloride (EDC) and 1.38 mM isobutylalcohol were added thereto and stirred overnight. 1N hydrochloric acid was added to the reaction mixture and stirred at room temperature for 3 minutes. Then, 50 ml of saturated sodium chloride solution was added thereto, followed by extraction three times with 50 ml of chloroform, and obtained organic layers were gathered and dehydrated with anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure and the residue was subjected to silicagel column chromatography, thereby producing isobutyl-11-(5,8-dimethoxy-1,4-dioxo-1,4-dihydronaphthalene-2-ylthio)undecanoate (7a) that was reddish brown. The yield and properties of the synthesized compound are as follows.

Provenance & Evidence