Sodium hydride → 3-(3,5-Di-tert-butyl-4-hydroxyphenyl)-1-methyl-pyrrolidine-2,5-dione

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Reaction Steps

This compound is prepared by the procedure of Example 1 from 2.40 g (0.1 mol) of sodium hydride, 20.63 g (0.1 mol) of 2,6-di-tert-butylphenol, and 11.11 g (0.1 mol) of N-methylmaleimide in tert-butyl alcohol. The residue is recrystallized from petroleum ether to give 13.2 g (42%) of crude product. The analytical sample is prepared by flash chromatography (1:1 heptane:ethyl acetate eluent) followed by trituration with a mixture of heptane and toluene to give 3.0 g of a white solid: mp 164°-166° C.

Provenance & Evidence