Aniline → HCID 19101520, compound

Participants

Reaction Steps

A solution of 20.6 grams (82 mmol) of impure bromomethyl methyl isopropylidenemalonate and 15.2 grams (0.169 mol) of aniline in 25 mL of absolute ethanol were stirred at room temperature. Initially a homogeneous solution formed. After a mildly exothermic reaction a precipitate formed. The reaction was refluxed for 1 hour, cooled, and filtered. The collected product was washed with ethanol and water to give 10.0 grams (43 mmol, 52% yield) of crude product. An analytical sample was prepared by recrystallizing from methanol, m. p.=143°-145° C., Elemental Analysis: Calculated: C=67.5, H=5.7, N=6.1; Found: C=67.7, H=5.9, N=6.2.

Provenance & Evidence