Iodoethane → HCID 54194196, compound

Participants

Reaction Steps

A stirred solution of 1.6 grams (0.003 mole) of 2-[2-[4-(4-chloro-5-difluoromethoxy-1-methylpyrazol-3-yl)phenoxymethyl]-5-methylphenoxy]-propanoic acid, 0.32 mL (0.004 mole) of ethyl iodide, and 0.49 mL (0.3 mole) of 1,8-diazobicyclo[5.4.0]undec-7-ene (DBU) in 40 mL of acetonitrile was heated at reflux for two hours. The reaction mixture was then cooled and concentrated under reduced pressure to a residue. The residue was taken up in water and extracted with three 60 mL portions of ethyl acetate. The combined extracts were dried with magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure to a residue. The residue was subjected to column chromatography on silica gel, using 3:7 diethyl ether in heptane as the eluant. The product-containing fractions were combined and concentrated under reduced pressure, yielding 0.9 gram of title compound. The NMR spectrum was consistent with the proposed structure.

Provenance & Evidence