Methyl Ethyl Ketone → 3-Benzyl-5-[2-(4-chlorophenyl)3-methyl butoxymethyl]1,2,4-oxadiazole

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Reaction Steps

First, 2.1 grams (0.01 mole) of the intermediate of Example I, 2.3 grams (0.011 mole) of 2-(4-chlorophenyl)3-methyl butyric acid, 1.0 grams (0.01 mole) of triethylamine, and 100 milliliters of methylethylketone were combined and heated under reflux for 2 hours. The mixture was then cooled and poured into 200 milliliters of benzene. The benzene mixture was then washed in turn with 100 milliliters of H2O, 100 milliliters of 5% K2CO3 solution, and 100 milliliters of H2O. The benzene phase was then dried with MgSO4 and evaporated in vacuo to yield 3.0 grams (78% of theory) of the desired product. nD30 1.5210.

Provenance & Evidence